Tag: M.W:100-200

2973-17-3, 1-Allyl-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of 2.5 mmol of 3-N-methylcytisine 2 and 12.5 mmol of N-substituted maleimide in 10 ml of toluene was refluxed under AP until the starting reactant disappeared (TLC monitoring). Then the solvent was evaporated in vacuo. The crude product was chromatographed on SiO2 with a mixture of CHCl3 and CH3OH as the eluent to afford a-adduct and b-adduct. (3aS,4R,8S,12S,12aR,12bS)-2-allyl-10-methyloctahydro-1H- 4,12a-etheno-8,12-methanopyrrolo[3?,4′:3,4]pyrido[1,2-a][1,5] diazocine-1,3,5(4H)-trione 19a and 1(3aR,4S,8S,12S,12aS,12bR)-2- allyl-10-methyloctahydro-1H-4,12a-etheno-8,12-methanopyrrolo [3?,4′:3,4]pyrido[1,2-a][1,5]diazocine-1,3,5(4H)-trione 19b. Compounds 19a (0.146 g) and 19b (0.122 g) were obtained from 0.2 g of 2 (1 mmol) and 0.68 g of 8 (5 mmol) in a 80% total yield. 19a: White crystals, m.p. 148-150 C (EtOAc), [a]20D = 11.0 (c 1.6, CHCl3). 13C NMR (CDCl3, d, ppm): 25.55 (C15); 26.76 (C8); 33.69 (C12); 40.99 (C10); 41.62 (C3a); 45.17 (C4); 46.56 (C100); 47.35 (C12b); 47.54 (C7); 58.11 (C11); 62.28 (C9); 63.71 (C12a); 118.58 (C30); 130.06 (C14); 130.27 (C20); 139.83 (C13); 172.56 (C5); 174.91 (C1); 175.40 (C3). 15N NMR (CDCl3, d, ppm): 124.94 (N6); 184.00 (N2). 1H NMR (CDCl3, d, ppm, J Hz): 1.72 (br.s, 2H, H-15); 2.16 (m, 1H, Hb-11); 2.17 (m, 1H, Hb-9); 2.20 (m, 1H, H-8); 2.23 (s, 3H, H-100); 2.49 (m, 1H, H-12); 2.80 (br.d, 1H, 2J = 11.5, Ha-9); 3.32 (dd, 1H, 2J = 13.2, 3J7b-8 = 7.1, Hb-7); 3.34 (dd, 1H, 3J3a-12b = 8.0, 3J3a-4 = 3.4, H-3a); 3.40 (br.d, 1H, 2J = 13.2, Ha-7); 3.67 (br.d, 1H, 2J = 12.3, Ha-11); 3.85 (d, 1H, 3J12b-3a = 8.0, H-12b); 3.89 (ddd, 1H, 3J4-14 = 6.0, 3J4-3a = 3.2, 4J4- 13= 1.4, H-4); 4.00 (dt, 2H, 3J1′-2′ = 6.0, 4J1′-3’A(3’B) = 1.6, H-1?); 5.16 (qd, 1H, 2J = 1.6, 3J3’A 2′ = 10.0, 4J3’A 1′ = 1.6, HA-3?); 5.19 (qd, 1H, 2J = 1.6, 3J3’B 2′ = 17.1, 4J3’B 1′ = 1.6, HB-3?); 5.67 (ddt, 1H, 3J2′-3’B = 17.1, 3J2′-3’A = 10.0, 3J2′-1′ = 6.0, H-2?); 6.22 (dd, 1H, 3J13-14 = 7.5, 4J13-4 = 1.4, H-13); 6.31 (dd, 1H, J14-13 = 7.5, J14-4 = 6.0, H-14).

2973-17-3, 2973-17-3 1-Allyl-1H-pyrrole-2,5-dione 18098, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Article; Tsypysheva, Inna; Koval’skaya, Alena; Petrova, Polina; Lobov, Alexander; Borisevich, Sophia; Tsypyshev, Dmitry; Fedorova, Victoria; Gorbunova, Elisaveta; Galochkina, Anastasia; Zarubaev, Vladimir; Tetrahedron; vol. 75; 21; (2019); p. 2933 – 2943;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

766-36-9,766-36-9, 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Ethyl-4-methyl-3-pyrrolin-2-one (300mg , 2.4mM), 2-Bromo-4-trifluoromethylpyridine (452 mg,2.0 mM), tris(dibenzylideneacetone)dipalladium (0) (37 mg, 0.04mM), xantphos (173 mg, 0.3mM) and caesium carbonate (978 mg, 3 mM) were dissolved in dioxane (5 mL), and heated in asealed vessel under nitrogen at 100 ¡ãC for 30 minutes in a microwave. The mixture was allowedto cool to ambient temperature, partitioned between water (30 mL) and ethyl acetate (30 mL). The aqueous phase was extracted with further ethyl acetate (2 x 20 mL). The ethyl acetate extracts were combined, washed with water (30 mL), dried over magnesium sulfate, filtered and evaporated to give N-(4-trifluoromethylpyrid in-2-yl )-3-m ethyl-4-ethyl-5-oxo-2 ,5-d ihyd ropyrrole asa yellow oil. This was purified by chromatography on silica to give 490 mg of a yellow oil that crystallised1H NMR (CDCI3), 8.80 (d, 1H), 8.45 (d, 1H), 7.19 (dd, 1H), 4.45 (s, 2h), 2.35 (q, 2H), 2.10 (s, 3H), 1.13 (t, 3H).

The synthetic route of 766-36-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; MORRIS, James Alan; HENNESSY, Alan Joseph; BOEHMER, Jutta Elisabeth; (99 pag.)WO2016/71360; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

7544-75-4, 3,4-Dihydro-2H-pyrrol-5-amine hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7544-75-4, 2-Phenyl-6,7-dihydro-5H-pyrrolo[1, 2-a] imidazole; Combine 2-iminopyrrolidine hydrochloride (6. 98 g, 57. 8 mmol) (Callahan, et al., (at) J. Med. Chem. 45, 999-1001 (2002)), 2-bromoacetophenone (3. 8 g, 19. 3 mmol), and sodium carbonate (8. 2 g, 77. 2 mmol) in dry dimethylformamide (25 mL). Heat at 80C for 18 hours. Cool to room temperature, add water (60 mL), and extract with ethyl acetate (3 x 100 mL). Concentrate the combined organic layers under reduced pressure. Dilute the residue with diethyl ether (100 mL), wash with cold water (3 x 80 mL), and concentrate under reduced pressure to provide the desired compound as a white solid (3. 2 g, 89 %). MS (ES) : m/z = 185. 1 (M++H)

The synthetic route of 7544-75-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2005/80380; (2005); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73286-71-2,N-Boc-2-pyrroline,as a common compound, the synthetic route is as follows.,73286-71-2

Reference Example 2; tert-Butyl (3aR*,4R*,9bR*)-4-phenyl-2,3,3a,4,5,9b-, hexahydro-lH-pyrrolo[3,2-c]quinoline-l-carboxylate and tert-butyl (3aR*,4S*,9bR*)-4-phenyl-2,3,3a,4,5,9b- hexahydro-1H-pyrrolo[3,2-c(at)quinoline-1-carboxylate; Benzaldehyde (2.92 g, 28 mmol), aniline (2.56 g, 28 mmol), tert-butyl 2,3-dihydro-lH-pyrrole-l-carboxylate (3.4 g, 25 mmol) and Dy (OTf)3 g, 1.38 mmol) were stirred in acetonitrile (50 ml) at room temperature for 2 hrs. The reaction mixture was concentrated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried (anhydrous MgS04), and the solvent was evaporated under reduced pressure. The residue was subjected to column chromatography using silica gel (150 g), and eluted with hexane-ethyl acetate (4: 1, v/v). The title compound (3aR*,4R*,9bR*) (2.7 g, 31%) was obtained as an amorphous form from the first eluted fraction. (at)H-NMR (CDCl3)No.: 1.42-1.62 (10H, m), 2.08-2.28 (1H, m), 2.52-2.59 (lH, m) , 3.32-3.49 (2H, m) , 3.92 (lH, m) , 4.74 (lH, m), 5.36 (lH, dd, J=42.8,7.0 Hz), 6.58 (1H, d, J=8.1 Hz), 6.78 (lH, m), 6.98-7.13 (lH, m), 7.23-7.49 (5H, m) , 7.55-7.72 (lH, m) . LC/MS (ESI) m/z: 351 (MH(at)). The title compound (3aR*,4S*,9bR*) (4.0 g, 46%) was obtained as an amorphous form from the second eluted fraction. ? H-NMR (CDCl3) No.: 1.49 (9H, s), 2.03-2.13 (2H, m), 2.54- 2.64 (lH, m), 3.31-3.39 (lH, m), 3.50 (lH, br s), 4.21- 4.24 (lH, m), 4.35-4.38 (lH, m), 4.83 (lH, br s), 6.57 (lH, d, J=7.6 Hz), 6.65-6.79 (lH, m), 7.05-7.34 (6H, m), 7.49 (lH, s). LC/MS (ESI) m/z: 351 (MH(at)).

The synthetic route of 73286-71-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/105802; (2005); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.205444-34-4,(S)-tert-Butyl 2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Boron tribromide (BBr3 12 ml; 1 M in CH2Cl2) was slowly added to a stirred solution of 3-Iodo-5-methoxypyridine (10, 471 mg; 2 mmol) in CH2Cl2 (10 ml) at -40 C (dry ice bath) and reaction mixture was left overnight stirring with gradual warming to ambient temperature. MeOH (7 ml) was slowly added and the reaction mixture was refluxed for 2 h. After removal of solvent, water was added and pH was adjusted to 7-8 by adding Na2CO3. The reaction mixture was extracted with EtOAc, dried over Na2SO4 and concentrated to yield crude product which was purified by prep-TLC using EtOAc/hexanes (1:3) to furnish 3-iodo-5-hydroxypyridine, 11 (300 mg, 68%) as a solid compound. To a solution of 6 (0.20 g, 1.0 mmol), 3-iodo-5-hydroxypyridine (11, 0.24 g, 1.1 mmol) and triphenylphosphine (0.40 g, 1.5 mmol) in THF (10 mL), stirred under argon and cooled at 0 C, was added diisopropyl azodicarboxylate (DIAD; 0.3 mL, 1.5 mmol). The reaction mixture was allowed to come up to ambient temperature over a period of 2 h and was stirred overnight. The reaction mixture was evaporated to dryness and the residue was purified by preparative TLC (30% EtOAc in hexane) to give pure product 12 (0.20 g, 50%) as an oil. 1H NMR (500 MHz, CDCl3) delta ppm: 8.41(d, J = 15.0, 1H, PyH), 8.25 (d, J = 2.0, 1H, PyH), 7.56 (d, J = 18.5, 1H, PyH), 5.88 (m, 2H, olefinic), 4.80 (m, 1H, CH-CH2), 4.34-3.95 (m, 4H, O-CH2, N-CH2), 1.48 (s, 9H, Boc). MS, m/z, 403 (100%, [M+H]+).

205444-34-4, As the paragraph descriping shows that 205444-34-4 is playing an increasingly important role.

Reference£º
Article; Pandey, Suresh K.; Pan, Shawn; Kant, Ritu; Kuruvilla, Sharon A.; Pan, Min-Liang; Mukherjee, Jogeshwar; Bioorganic and Medicinal Chemistry Letters; vol. 22; 24; (2012); p. 7610 – 7614;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

6913-92-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6913-92-4,1-Benzyl-3-pyrroline,as a common compound, the synthetic route is as follows.

N-Benzyl-3-pyrroline 2 (504 muL, 2.64 mmol) was added to a solution of ethyl chlorooximidoacetate (1 g, 6.62 mmol, 2.5 eq) in toluene (20 mL). The flask was heated to 110 C (oil bath) while a solution of Et3N (276.8 muL, 19.8 mmol, 7.5 eq) in toluene (15 mL) was added over 16 hh using a syringe pump. After concentration under reduced pressure, the crude product was purified by silica gel column chromatography (4:1 petroleum ether/EtOAc) to afford compound (+-)-20 (370 mg, 1.35 mmol, 51%). Yellow oil Rf = 0.52 (7:3 petroleum ether/EtOAc). 1H NMR (400 MHz, CDCl3): delta 7.26 (m, 5H, phenyl), 5.20 (dd, 1H, J5,4 = 4.5 Hz, J3,4 = 9.6 Hz, H-4), 4.31 (2 complex q, 2H, J = 7.2 Hz, diastereotopic OCH2), 3.91 (dt, 1H, J2′,3 = 1.0 Hz, J2,3 = 7.1 Hz, J3,4 = 9.5 Hz, H-3), 3.68 (d, 1H, 2J = 13.3 Hz, NCH2Ph), 3.55 (d, 1H, 2J = 13.3 Hz, NCH2Ph), 3.24 (d, 1H, 2J = 11.2 Hz, H-5′), 3.19 (d, 1H, 2J = 9.9 Hz, H-2′), 2.44 (dd, 1H, J2,3 = 7.2 Hz, 2J = 9.8 Hz, H-2), 2.37 (dd, 1H, J5,4 = 4.6 Hz, 2J = 11.2 Hz, H-5), 1.31 (t, 3H, J = 7.2 Hz, Me). 13C NMR (100 MHz, CDCl3): delta 160.7, 152.2 (C=N, C=O), 137.8 (C-ar), 128.5 (2CH-ar), 128.2 (2CH-ar), 127.1 (1CH-ar), 87.4 (C-4), 61.9 (OCH2), 61.1 (C-5), 58.3 (CH2 benzyl), 56.9 (C-2), 51.0 (C-3), 14.1 (CH3). MS m/z = 274.13 for C15H18N2O3; MS-ESI positive mode: 275.1 [M+H]+, 297.1 [M+Na]+.

The synthetic route of 6913-92-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Cecioni, Samy; Aouadi, Kaiss; Guiard, Julie; Parrot, Sandrine; Strazielle, Nathalie; Blondel, Sandrine; Ghersi-Egea, Jean-Francois; Chapelle, Christian; Denoroy, Luc; Praly, Jean-Pierre; European Journal of Medicinal Chemistry; vol. 98; (2015); p. 237 – 249;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-valyl-N-{3-[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]propyl}-L-alaninamide The title compound was prepared from Example M9 first by coupling to N-[(benzyloxy)carbonyl]-L-valyl-L-alanine in the presence of HATU and N,N-diisopropylethylamine. In the next step, the Z protecting group was removed by hydrogenating over 10% palladium on activated carbon at RT under hydrogen standard pressure for 1 hour and then converting the deprotected intermediate to the title compound by coupling to (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine. LC-MS (Method 1): Rt=1.21 min; MS (ESIpos): m/z=777 (M+H)+., 25021-08-3

As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4 (8.53 g, 0.055 mol) was refluxed for 1 hour in thionyl chloride (40 mL).Evaporate excess thionyl chloride,The intermediate acid chloride was obtained as a dark oil.20 degrees,The oil was dissolved in dichloromethane (30 mL).And slowly added dropwise to a solution of amino compound 3 (11.66 g, 0.05 mol) and triethylamine (10.12 g, 0.1 mol) in dichloromethane (70 ml).Stirring was continued for 2 hours.The reaction solution was washed with dilute hydrochloric acid and 5% aqueous sodium hydroxide solution, respectively.The organic phase is concentrated and dried,The resulting residue was dissolved in isopropanol (60 ml) at 50 C.36% hydrochloric acid (25.35 g, 0.25 mol) was added dropwise, and stirring was continued for 2 hours.Slowly add water (100 ml),Cool to 5 degrees to precipitate a light solid.filter,The filter cake is washed with cold water.The filter cake was dried to obtain 12.57 g of product 5,The yield was 80%., 25021-08-3

As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

Reference£º
Patent; Guangzhou Zhenlaimai New Materials Technology Co., Ltd.; Wang Ruidong; Xiao Juan; (11 pag.)CN108892631; (2018); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

69778-83-2, Preparation of 5-bromo-3-methoxypyrrole-2-carboxaldehyde B To a solution of phosphoryl bromide (220 mol percent, 5.58 g) in dry dichloromethane (20 mL) was added DMF (220 mol percent, 1.4 mL) dropwise over 2 minutes. The resulting reaction mixture was stirred at room temperature for 30 min and concentrated in vacuo to provide the Vilsmeyer complex as a white solid. After drying in vacuo for 1 h, the white solid was suspended in dry dichloromethane (20 mL) and cooled to 0¡ã C. A solution of 4-methoxy-3-pyrrolin-2-one (A) (1 g, 8.84 mmol) in dichloromethane (10 mL) was added dropwise and the resulting reaction mixture was stirred at 0¡ã C. for 30 min, then at room temperature for 20 h. The mixture was poured onto ice (75 mL), treated with aqueous NaOH 4N (50 mL), diluted with EtOAc (100 mL), and stirred for 15 min. The layers were separated, and the aqueous layer was extracted with EtOAc (3*60 mL). The combined organic layers were washed with brine (3*200 mL), dried over Na2SO4, filtered and concentrated in vacuo to afford a crude residue that was purified using flash column chromatography over silica gel with a gradient elution of 0-20percent EtOAC/Hexanes to provide Compound B as a white solid. NMR 1H (300 MHz, CDCl3): delta (ppm) 3.95 (s, 3H); 5.90 (s, 1H); 9.30 (s, 1H), 9.92-10.34 (bs, 1H). m/z: 205.1 [M+1]

As the paragraph descriping shows that 69778-83-2 is playing an increasingly important role.

Reference£º
Patent; Dairi, Kenza; Lavallee, Jean-Francois; Doyle, Terrence W.; US2005/267073; (2005); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(0436) (0437) To a suspension of the free thiol, 3a (88 mg, 0.105 mmol) and 1-((2,5-dioxopyrrolidin-1-yl)oxy)-1-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 muL, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (55.6 mg, 0.315 mmol), anhydrous dichloromethane (1.0 mL) and DIPEA (0.055 mL, 0.315 mmol) were added. The mixture stirred for an additional 5 hours at room temperature upon which the reaction was concentrated in vacuo. The resulting residue was purified by RP-HPLC (C18, CH3CN/H2O). Fractions containing desired product were frozen and lyophilized to give maleimide, compound D3 (20 mg, 16% yield) as a white solid. LCMS=4.92 min (8 min method). MS (m/z): 1158.6 (M+1)+.

134272-64-3, 134272-64-3 N-(2-Aminoethyl)maleimide Hydrochloride 22118207, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; IMMUNOGEN, INC.; Hilderbrand, Scott A.; Hutchins, Benjamin M.; (94 pag.)US2018/208562; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem