Month: August 2020

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2 Synthesis of 39-(3,4-dibromo-2,5-dioxopyrrolyl)-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxanonatriacontanoic acid A 100 mL two-necked round bottom flask was flame dried and cooled under nitrogen. The cooled flask was charged with 200 mg (0.296 mmol) of tert-butyl 39-hydroxy-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxanonatriacontanoate. Triphenylphosphine, 106 mg, was dissolved in about 5 mL anhydrous tetrahydrofuran in a vial, and the solution was added to the 100 mL flask via cannula under nitrogen. The 100 mL flask was cooled in an ice-water bath for 15 minutes. To the cooled solution was added 55 mg (0.217 mmol) 3,4-dibromopyrrole-2,5-dione with stirring until a clear solution was observed. DIAD, 58.3 muL, was added to the cooled reaction mixture, which was stirred in the ice bath for an additional 10 minutes. The reaction mixture was stirred and allowed to reach room temperature over about 20 hours, then concentrated on a rotary evaporator until dry, giving a yellow viscous oil, which was absorbed onto about 1 g silica gel and dry-loaded onto a Reveleris normal phase chromatography unit. The oil was eluted over a 12 g silica gel cartridge with a methanol:dichloromethane gradient from 1:0 to 9:1 over 28 column volumes. The fractions containing the desired product were pooled and concentrated to dryness. The purified product was suspended in 50:50 acetonitrile:water and lyophilized overnight to provide a clear light yellow viscous oil.

As the paragraph descriping shows that 1122-10-7 is playing an increasingly important role.

Reference£º
Patent; Igenica Biotherapeutics, Inc.; Jackson, David Y.; Ha, Edward; Probst, Gary D.; US2014/363454; (2014); 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

Trifluoroacetic Acid/L-alanyl-N5-carbamoyl-N-(4-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}phenyl)-L-ornithinamide (1:1) The title compound was prepared from 1,4-phenylenediamine sequentially according to classical methods of peptide chemistry. In the first step, 942 mg (8.72 mmol) of 1,4-phenylenediamine were monoacylated with 0.8 g (2.9 mmol) of N2-(tert-butoxycarbonyl)-N5-carbamoyl-L-ornithine in the presence of HATU and N,N-diisopropylethylamine. In the second step, in an analogous manner, the second anilinic amino group was acylated with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine. Deprotection with TFA, coupling with 2,5-dioxopyrrolidin-1-yl N-(tert-butoxycarbonyl)-L-alaninate and another deprotection with TFA then gave, in 3 further synthesis steps, the title compound, 148 mg of which were obtained by this route. LC-MS (Method 1): Rt=0.21 min; MS (ESIpos): m/z=474 (M+H)+. LC-MS (Method 4): Rt=0.2 min; MS (ESIpos): m/z=474 (M+H)+.

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; CANCHO GRANDE, Yolanda; MARX, Leo; STELTE-LUDWIG, Beatrix; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (684 pag.)US2018/169256; (2018); 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.

N-Boc pyrroline (270 mg; 1.60 mmol), chloro oxime 2f (470 mg; 3.00 mmol) and sodium bicarbonate (760 mg; 9.04 mmol) in isopropanol (10 mL) were heated at 40 C. overnight. An additional portion of chloro oxime and sodium bicarbonate was added and heating continued for 20 hours. After cooling, the volatiles were evaporated. The residue was dissolved in ethyl acetate (50 mL), and washed with water (50 mL). The organic layer was dried (MgSO4), filtered and evaporated. Cycloadduct 3f was isolated as a beige powder after chromatography with 70% ethyl acetate/hexanes.MS 290 (M+H).

73286-71-2 N-Boc-2-pyrroline 10844857, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Macielag, Mark J.; Weidner-Wells, Michele A.; Lin, Shu-Chen; US2009/29980; (2009); 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.1334177-86-4,1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid,as a common compound, the synthetic route is as follows.

EDCI (56 mg, 0.29 mmol) was added to a stirred solution of MAL-dPEG8-acid (172 mg,0.29 mmol, Stratech Scientific Limited) and the amine 110 (261 mg, 0.26 mmol) in dry DCM(10 mL) at room temperature. The reaction mixture was stirred under an argon atmospherefor 2.5 hours at which point analysis by LC/MS showed complete conversion to desiredproduct at retention time 1 .38 minutes, ES+ mlz 1585 [M+ Na], 1563 [M+ H].Thereaction mixture was diluted with DCM (30 mL) and washed with H20 (20 mL), brine (2 x20 mL), dried (Mg504), filtered and evaporated in vacuo to provide the crude product. Purification by lsoleraTM (DCM/MeOH, SNAP Ultra 25 g, 75 mL per minute) gave the amideIll (eluting at 91% DCM/MeOH) as a white foam (277 mg, 67% yield).

1334177-86-4 1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid 51340955, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; MEDIMMUNE LIMITED; HOWARD, Philip Wilson; GREGSON, Stephen John; (207 pag.)WO2018/192944; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

151038-94-7, 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of acetate 4-(l-(2-(6-(2,5-dioxo-2H-pyrrol-l(5H)- l)hexanoyl)hydrazono)ethyl) phenyl carbamate oxaliplatin: Acetoxyoxalplatin(4- acetylphenyl)carbamate (228 mg, 0.36 mmol, 1.00 equiv.) was dissolved in DMF (0.05 M, 7 mL) and treated with 6-(2,5-dioxo-2,5-dihydro-lH-pyrrol-l-yl)hexanehydrazide TFA salt (158 mg, 0.47 mmol, 1.30 equiv.). The reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was concentrated and the residue was triturated with acetonitrile to precipitate the product as a yellow powder. This powder was triturated first with isopropyl alcohol (iPrOH) and then with DCM to afford the desired product (70 mg, 23%, 93.5% pure). HPLC-MS 93.5%, m/z for C29H38N60iiPt [(M+H)+] = 842.3. NMR (500 MHz, DMF-dv) delta 10.34-10.15 (m, 1H), 9.91-9.66 (m, 1H), 9.37- 9.24 (m, 1H), 8.88-8.66 (m, 2H), 8.59-8.48 (m, 1H), 7.80-7.73 (m, 2H), 7.61-7.53 (m, 2H), 7.04-6.98 (m, 2H), 3.50-3.43 (m, 2H), 3.14-3.02 (m, 1H), 2.75-2.70 (m, 1H), 2.43- 2.25 (m, 6H), 2.01-1.92 (m, 3H), 1.74-1.53 (m, 9H), 1.42-1.24 (m, 4H).

151038-94-7 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate 23509306, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; PLACON THERAPEUTICS, INC.; KADIYALA, Sudhakar; MOREAU, Benoit; BILODEAU, Mark T.; WHALEN, Kerry; SINGH, Sukhjeet; WOOSTER, Richard; LEMELIN, Charles-Andre; (151 pag.)WO2016/209935; (2016); 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.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

Step 2: To a solution of the NHS ester, compound 6a (12.3 mg, 0.011 mmol) and N-(2- aminoethyl)maleimide hydrochloride (2.0 mg, 0.011 mmol) in anhydrous dichloromethane (0.3 niL) was added DIPEA (0.0022 niL, 0.013 mmol). The mixture was stirred at room temperature for 3 hours then it was stripped under reduced pressure. The residue was purified by semi-preparative reverse phase HPLC (CI 8 column, CH3CN/H2O). The fractions that contained pure product were combined, frozen and lyophilized to give the desired maleimide, compound D6 (10 mg, 80% yield). LCMS = 8.3 min (15 min method). MS (m/z): 1181.8 (M + 1)+.

The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; KOVTUN, Yelena; TAVARES, Daniel; RUI, Lingyun; CHITTENDEN, Thomas; (386 pag.)WO2017/4026; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 2,3-dibromomaleimide (510 mg, 2.0 mmol) in CH2Cl2 (20 mL) Et3N(277 ml, 2.0 mmol) was added, then cooled to 0 C and n-propylmercaptan(186 ml, 2.0 mmol) dissolved in CH2Cl2 (10 mL) wasadded dropwise under an argon atmosphere and stirred for 5 h. Thereaction mixture was concentrated, and the crude product waspurified by flash chromatography (hexanes:ethyl acetate 9:1) togive the desired intermediate (261 mg, 52%) as a yellow powder. Toa stirred solution of the intermediate (261 mg,1.04 mmol) in CH2Cl2(20 mL) Et3N (160ml, 1.1 mmol) and n-dodecyl-mercaptan (264 ml,1.1 mmol) were added under an argon atmosphere and stirred for30 min. The reaction mixture was concentrated, and the crudeproduct was purified by flash chromatography (hexanes:ethyl acetate 95:5) to give compound 9a (273 mg, 71%) as a yellowpowder. 1H NMR (400 MHz, CDCl3): d 7.60 (s, 1H, NH), 3.34e3.22(m, 4H, 2x S-CH2), 1.74e1.59 (m, 4H), 1.45e1.37 (m, 2H), 1.30e1.21(m, 16H), 1.03 (t, J 7.4 Hz, 3H), 0.88 (t, J 6.8 Hz, 3H). 13C NMR(101 MHz, CDCl3): d 166.61, 166.40, (2C, 2 x CO) 136.98, 136.71,(2C, 2 x C-S) 33.79, 32.04, 31.95, 30.59, 29.76, 29.69, 29.60, 29.48,29.24, 28.62, 24.03, 22.82, (13C, 13 x CH2) 14.26, 13.23. (2C, 2 x CH3).MS (MALDI-TOF): m/z calculated for C19H33NO2S2 Na [M Na]:394.18. Found: 394.25. Compound 9a was converted into Nethoxycarbonylcompound according to general method A. Thecrude compound 9bwas used in further steps without purification.

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Sz?cs, Zsolt; Kelemen, Viktor; Le Thai, Son; Csavas, Magdolna; R?th, Erzsebet; Batta, Gyula; Stevaert, Annelies; Vanderlinden, Evelien; Naesens, Lieve; Herczegh, Pal; Borbas, Aniko; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1017 – 1030;,
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.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

Trifluoroacetic Acid/4-{[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]methyl}-N-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]pyrrolidine-3-carboxamide (1:1) 40.5 mg (0.06 mmol) of 4-{[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]methyl}-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid (Intermediate C25) and 14.5 mg (0.08 mmol) of 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (1:1) were initially charged in 1.0 ml of acetonitrile, and 64.4 mg (0.51 mmol) of N,N-diisopropylethylamine and 50.0 mg (0.08 mmol) of T3P were added and the mixture was stirred at RT for 16 h. The same amount of 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (1:1), N,N-diisopropylethylamine and T3P were added again, and the mixture was stirred at RT for a further 4 h. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 125*30; 10mu, flow rate: 50 ml/min, MeCN/water). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 7.2 mg (15% of theory) of the compound tert-butyl 3-{[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]methyl}-4-{[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]carbamoyl}pyrrolidine-1-carboxylate. LC-MS (Method 1): Rt=1.30 min; MS (ESIpos): m/z=763 [M+H]+.

The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer Pharma Aktiengesellschaft; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; MARX, Leo; STELTE-LUDWIG, Beatrix; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (684 pag.)US2018/169256; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The reaction was carried out under strictly dry conditions.To triphenylphosphine (193.9 mg, 0.7 mmol) in THF (5 mL)was added drop-wise diisopropyl azodicarboxylate (145.6 jii,0.7 mmol) at -78 C. The reaction was stirred for 5 mm andPEG300 (200.0 mg, 0.6 mmol) in THF (4 mL) was addeddrop-wise. The reaction was stirred for 5 mm and neopentylalcohol (45.8 mg, 0.5 mmol) in THF (1 ml) was added. Thereaction was stirred for 5 mm and 3,4-dibromomaleimide(189.4mg, 0.7 mmol) in THF (2 ml) was added. The reactionwas stirred for 10 mm, the cold bath removed and stirred for20 h at ambient temperature. The solvent was removed invacuo and the residual material was purified by flash chromatography on silica gel (methanol:dichloromethane, gradientelution from 0.5-5.0% methanol). Fractions containing theproduct were collected and the solvent was removed in vacuo.The still impure product was purified by flash chromatograss phy on silica gel (petroleum ether: ethyl acetate, gradientelution from 7:3 to 2:8) to afford the desired compound as ayellow oil (137 mg, 40%) with 97.5% purity. ?H NMR (500MHz, CDC13): oe=3.76 (t, 2H, J=5.6, N-CH2), 3.64-3.52 (m,24H, 12xCH2-O), 3.49 (t, 2H, J=4.4, N-CH2—CH2), 3.32(s, 3H, O-CH3); ?3C NMR (125 MHz, CDC13): oe=163.8(2xC), 129.5 (2xC), 72.0 (CH2), 70.7-70.5 (9xCH2), 70.1(2xCH2), 67.5 (CH2), 59.1 (CH3), 39.0 (CH2); IR (solid,cm?): 3496 (w), 2869 (m), 1786 (m), 1720(s), 1594 (m); MS(CI) mlz, (%): 580 (8?M+H, 12), 578 (81 79M+H, 23), 576 (79M+H, 12), 279 (100), 84 (61); Mass calc. for C,9H3 ,7913r2O9N[+H]: 576.0444. Found: 576.0437.

The synthetic route of 1122-10-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UCL Business Plc; Smith, Mark; Caddick, Stephen; Baker, James; Chudasama, Vijay; (80 pag.)US9295729; (2016); B2;,
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.1334177-86-4,1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid,as a common compound, the synthetic route is as follows.

N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide (28 mg, 0.146 mmol, 1 eq) was added to a solution of 105 (203 mg, 0.146 mmol) and maleimide-PEG8 acid (87 mg, 0.146 mmol) in chloroform (5 mL). The reaction was stirred for 1 .5 h then diluted with chloroform (50 mL), washed with water (50 mL), brine (30 mL), dried over magnesium sulphate, filtered and evaporated. Flash chromatography [gradient elution 100% DCM to 90% DCM/10% methanol] gave 106 as a pale yellow solid (205 mg, 72%). LC/MS: RT 5.75 min; MS (ES+) m/z (relative intensity) 982.90 (100), 1963.70 (5).

1334177-86-4 1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid 51340955, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; VAN BERKEL, Patricius Hendrikus Cornelis; HOWARD, Philip Wilson; (283 pag.)WO2016/166298; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem