Heterocyclic Building Blocks-Pyrrolines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17057-04-4,4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid,as a common compound, the synthetic route is as follows.

General procedure: Equimolar quantities of maleimide (2) and nitrones (5a-k and 6a-k) were refluxed in toluene (20 ml) and ethyl alcohol (5 ml) for 8-10 h (TLC monitoring using petroleum ether and hexane 1:1) followed by cooling with addition of dry ether. The products (7a-k and 8a-k) were separated out after filtration and recrystallized from toluene and petroleum ether mixture (1:1) to yield cis-isomers (7aa-7ka and 8aa-8ka). The mother liquor on further work up provided trans-isomers which were recrystallized from ethanol and diethyl ether mixture (1:1) (7aa’-7ka’ and 8aa’-8ka’) (Fig. 3).7 These stereoisomers were characterized by their 1H NMR, IR and mass spectra in addition to their melting points and elementary analysis. These stereoisomers have identical IR spectra and elemental analysis but differ in their melting points, 1H NMR and mass spectra.

17057-04-4, The synthetic route of 17057-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Anand, Preet; Singh, Baldev; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 521 – 530;,
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.25021-08-3,2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

Trifluoroacetic acid/N-(2-aminoethyl)-2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetamide (1:1) The title compound was prepared by classical methods of peptide chemistry from commercially available (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid and tert-Butyl (2-amino-ethyl)carbamate.

25021-08-3, The synthetic route of 25021-08-3 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; WITTROCK, Sven; BERNDT, Sandra; GRITZAN, Uwe; FITTING, Jenny; STELTE-LUDWIG, Beatrix; JONES, Patrick; MAHLERT, Christoph; VOTSMEIER, Christian; SCHOeNFELD, Dorian; TRAUTWEIN, Mark; WEBER, Ernst; PAWLOWSKI, Nikolaus; GREVEN, Simone; GLUeCK, Julian Marius; HAMMER, Stefanie; DIETZ, Lisa; MAeRSCH, Stephan; (357 pag.)US2020/138970; (2020); 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.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

In a 50 mL two-necked flask,NaH (30 mg, 0.75 mmol, mass fraction 60%,Dispersion in paraffin) with 5mL DMF suspension stirring,Dropwise at -5 5mLDMF dissolved in 2,3-dibromo maleimide(127.5 mg, 0.5 mmol),After reaction at low temperature for 30 min,Methyl iodide (47 [mu] L, 0.75 mmol) was added dropwise,Low temperature reaction 30min,The reaction was quenched by dropwise addition of saturated NH4Cl solution,CH2Cl2 extraction,The organic layer was evaporated to dryness,Silica gel column chromatography,Petroleum ether: ethyl acetate = 30: 1 (v / v) to give white crystals(82a)Yield 69%., 1122-10-7

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

Reference£º
Patent; Ocean University of China; The Key Laboratory of Chemistry Natural Products of Guizhou Province and Chinese Academy; Zhu, Weiming; Ma, Hongguang; Wang, Liping; Xu, Zhihong; Zhang, Yapeng; Wang, Yi; Liu, Peipei; Hao, Jiejie; (142 pag.)CN106146475; (2016); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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 is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Piperidine (0.2 mL) was added to a solution of 90 (77 mg, 63.4 pmol) in DMF (1 mL). The reaction mixture was allowed to stir for 20 minutes. The reaction mixture was carefully diluted with DCM (50 mL) and washed with water (50 mL). The organic layers was washed with brine (100 mL), dried over Mg504, filtered and evaporated under reduced pressure to provide the unprotected valine intermediate. The crude residue was immediately redissolved in chloroform (5 mL). Mal(Peg)8-acid (56 mg, 95 pmol) and EDCI (18 mg, 95 pmol) were added, followed by methanol (0.1 mL). The reaction was allowed to stir for 3 hours at room temperature at which point completion was observed by TLC and LC/MS (1.19 mm (ES+) m/z(relative intensity) 784.25 (([M+ 2H]2)/2, 100)). The reaction mixture was diluted with chloroform (50 mL), washed with water (100 mL), dried (MgSO4), filtered and evaporated in vacuo, followed by high vacuum drying, to provide the crude product. Purification by flash chromatography (gradient elution: HPLC grade 96:4 v/v CHCI3/MeOH to 90:10 v/v CHCI3/MeOH) gave 91 as a yellow solid (43 mg, 43%). 1H NMR (400 MHz, ODd3) 6 8.73 (s, 1 H), 7.88 (dd, J = 7.6, 3.9 Hz, 2H), 7.75 (d, J = 8.6 Hz, 2H), 7.52 (d, J = 2.0 Hz, 2H), 7.44 (s, 1 H), 7.40 – 7.28 (m, 4H), 6.91 (d, J = 8.8 Hz, 2H), 6.81 (s, 2H), 6.69 (s, 2H),6.48 (s, 1 H), 4.72 – 4.63 (m, 1 H), 4.46 – 4.34 (m, 2H), 4.25 – 4.03 (m, 6H), 3.95 (s, 4H), 3.84 (dd, J 17.2, 10.1 Hz, 4H), 3.72-3.46 (m, 30H), 3.44-3.32 (m, 4H), 3.30-3.20 (m, 4H), 2.75 – 2.63 (m, 1 H), 2.59 (s, 4H), 2.55 – 2.43 (m, 3H), 2.37 (s, 3H), 2.29 (dd, J = 12.7, 6.7 Hz, 1 H), 2.03 – 1.89 (m, 4H), 1.72 (d, J = 22.7 Hz, 8H), 1.46 (d, J = 7.2 Hz, 3H), 1.01 (dd, J = 11 .5, 6.9 Hz, 6H). MS (ES) m/z (relative intensity) 784.25 (([M + 2H] 2+)/2, 100).

1334177-86-4, The synthetic route of 1334177-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VAN BERKEL, Patricius Hendrikus Cornelis; HOWARD, Philip Wilson; (290 pag.)WO2016/166299; (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.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 3,4-dibromomaleimide(1.00 g,3.90 mmol) and N-methylmorpholine (0.43mL, 3.90 mmol) in THF (35 mL), methylchloroformate (0.30 mL, 3.90 mmol) wasadded and the mixture was stirred for 20 min at room temperature. Then DCM (40mL) was added, the organic phase was washed with H2O, dried overMgSO4 and the solvent removed invacuo to yield the title product 6 asa pink power (1.18 g,3.80 mmol, 97%). m.p. 115-118 C; nmax (cm-1) 3236, 2962, 1809, 1769, 1730, 1602; dH (CDCl3, 500MHz) 4.00 (3H, s, CH3); dC (CDCl3, 125 MHz) 159.3 (s), 147.0 (s), 131.5 (s), 54.9 (q); HRMS (ES): Mass calculated for C6H3O4Br2N310.8423, observed: 310.8427

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

Reference£º
Article; Castaneda, Lourdes; Wright, Zoe V.F.; Marculescu, Cristina; Tran, Trang M.; Chudasama, Vijay; Maruani, Antoine; Hull, Elizabeth A.; Nunes, Joao P.M.; Fitzmaurice, Richard J.; Smith, Mark E.B.; Jones, Lyn H.; Caddick, Stephen; Baker, James R.; Tetrahedron Letters; vol. 54; 27; (2013); p. 3493 – 3495;,
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

250 mg (1.07 mmol) of tert-butyl 3-[2-(2-aminoethoxy)ethoxy]propanoate, 151 mg (0.974 mmol) of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid, 224 mg (1.46 mmol) of 1-hydroxy-1H-benzotriazole hydrate and 224 mg (1.17 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were dissolved in 5.0 ml of dimethylformamide. The reaction mixture was stirred at RT for 1 h. Ethyl acetate was added and the mixture was extracted twice with 5% citric acid solution and with saturated sodium hydrogencarbonate solution. The organic phase was washed twice with saturated sodium chloride solution and dried over magnesium sulphate, and the solvent was evaporated off under reduced pressure. The residue was purified by preparative RP-HPLC (column: Reprosil 250*40; 10mu, flow rate: 50 ml/min, MeCN/water/0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 267 mg (64% of theory) of tert-butyl 3-[2-(2-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}ethoxy)ethoxy]propanoate. LC-MS (Method 1): Rt=0.73 min; MS (ESIpos): m/z=371 (M+H)+., 25021-08-3

The synthetic route of 25021-08-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; 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

73286-71-2, N-Boc-2-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,73286-71-2

To N-Boc pyrroline (480 mg; 2.83 mmol) and chloro oxime 2a (557 mg; 2.93 mmol) in ethyl acetate (15 mL), was added dropwise triethylamine (0.4 mL) in ethyl acetate (15 mL). The reaction mixture was stirred at room temperature for 24 hours. An additional portion of chloro oxime 2a (234 mg; 1.23 mmol) and triethylamine were added. After stirring overnight, the reaction mixture was poured into water (50 mL) and extracted. The organic layer was dried (MgSO4), filtered and evaporated. Chromatography with 30% ethyl acetate/hexanes yielded 3a as a white solid.MS 345 (M+Na).

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

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.

A solution of compound 39 (0.136 g, 0.1 mmol, 1 .0 eq.), Mal-dPEG8-OH (0.066 g, 0.1 1 mmol, 1.1 eq.) and EDCI.HCI (0.022 g, 0.1 1 mmol, 1.1 eq.) in dry DCM (10 mL) and MeOH (1 drop) was stirred at room temperature for 1.45h. The reaction mixture was diluted with CHC and washed with water, brine, dried (MgS04) and evaporated under reduced pressure to give the crude product. Purification by flash column chromatography [CHC /MeOH 1 % to 9%] gave the product as a white solid (0.123 g, 63%). Analytical Data: [a]21D = +1 12.5 (c = 0.4, hplc CHCI3); RT 6.37 min; MS (ES+) m/z (relative intensity) 1936 {[M + 1]+ , 35); 1958 {[M + Na]+ , 15)., 1334177-86-4

The synthetic route of 1334177-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEDIMMUME LIMITED; HOWARD, Philip Wilson; DUNNY, Elizabeth; MASTERSON, Luke; (151 pag.)WO2017/137553; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

21724-96-9, 3-(4-Bromophenyl)-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 2: (1/?,5S/1S,5/?)-1-(4-bromophenyl)-3-azabicyclo[3.1.0]hexane-2,4- dione (P2) Milled potassium hydroxide (6.29 g) was added in small portions to a stirred solution of trimethylsulfoxonium iodide (24.66 g) in anhydrous DMSO (224 mL). The resulting mixture was allowed to stir at room temperature for 1.5 h then 3-(4-bromophenyl)-1 H-pyrrole-2,5- dione (P1 , 14.12 g) dissolved in DMSO (90 mL) was then added dropwise and the resulting mixture was allowed to stir at room temperature for 20 minutes. Reaction temperature was brought to 0 ¡ãC and aqueous saturated NH4CI (150 mL) was slowly added, followed by Et2O (200 mL). After separation of the two phases, the aqueous layer was repeatedly extracted with Et2O (3 x 100 mL). Combined organic layers were washed with brine and then dried over Na2SO4. Evaporation of the solvent gave the crude title compound (9.61 g) which was used without further purification.MS (mlz): 265.1 [M-H]”., 21724-96-9

The synthetic route of 21724-96-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/22935; (2007); 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.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

To a stirred solution of 2,3-dibromomaleimide 3 [32] (255 mg, 1.0 mmol) in CH2Cl2 (20 mL)Et3N (279mL, 2.0 mmol) and n-butyl-mercaptan (226 ml, 2.1 mmol)were added under an argon atmosphere and stirred for 3 h at roomtemperature. The reaction mixture was evaporated, and the crudeproduct was purified by flash chromatography (hexanes:acetone 9:1) to give the desired compound 5a (243 mg, 89%)as a yellow powder. 1H NMR (400 MHz, CDCl3): d 8.07 (s, 1H, NH),3.29 (t, J 7.3 Hz, 4H, 2 x S-CH2), 1.69e1.58 (m, 4H), 1.52e1.35 (m,4H), 0.93 (t, J 7.3 Hz, 6H, 2 x CH3). 13C NMR (101 MHz, CDCl3):d 166.7 (2C, 2x CO); 136.8 (CC); 32.6, 31.6, 21.7 (6C, 6x CH2); 13.7(2C, 2x CH3). MS (ESI): m/z calculated for C12H19NO2S2 Na[M Na]: 296.075. Found: 296.073.

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

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