Category: pyrrolines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1193-54-0,3,4-Dichloro-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 0.484 g (2 mmol) of imide 3a in 10 mL of benzene at 40 during 15 min was added dropwise a solution of 0.165 g (2.5 mmol) of just distilled cyclopentadiene in 3 mL of benzene, the mixture was maintained for 4 h and evaporated on a water bath. The precipitate was recrystallized from a mixture benzene-hexane, 1 : 1, dried at 90., 1193-54-0

The synthetic route of 1193-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nagiev, Ya. M.; Russian Journal of Organic Chemistry; vol. 51; 8; (2015); p. 1183 – 1186; Zh. Org. Khim.; vol. 51; 8; (2015); p. 1202 – 1205,4;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-49-7, Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55750-49-7, To a suspension of crude di-Boc triamine 49 (11.1 g, 36.6 minol) in saturated NaHCO3(183 mL) at rt was added powdered N-(ethoxycarbonyl)maleimide (45)22 (6.2 g,36.7 minol). After stirring the reaction mixture for 15 mi THF was added (281 mL) andthe resulting biphasic suspension was stirred vigourously at rt for 2 h. H20 (100 mL) was then added and the aqueous phase extracted with EtOAc (3 x 100 mL). The combined organic extracts were washed with saturated NaCI (150 mL), dried over MgSO4 and then concentrated in vacuo to afford an orange oil. Purification by flash chromatography (O%, then 5%, then 10%, then 50 % EtOAc in CH2CI2) gave a mixture of the title compound 50and ethyl carbamate (3.7 g) as a yellow oil.An analytically pure sample ofSOl was obtain by re-purification by flash chromatography(O%, then 5%, then 20% EtOAc in CH2CI2, then 100% EtOAc) to afford the title compound33 as a pale yellow oil that forms colourless crystals upon cooling. Mp. 105-107 C;Rf(5% EtOAc in CH2CI2) 0.11, R, (20% EtOAc in CH2CI2) 0.38; IR (ATR) vmaxjcm1 2976,2929, 1708 (C=O), 1671 (C=O), 1508, 1404, 1364, 1251, 1155, 824, 696: 1H NMR (500MHz, CDCI3) oe inter alia 1.37-1.40 (18H, m), 3.21-3.29 (4H, m), 3.38-3.40 (2H, m), 3.62-3.67 (2H, m), 5.07 (1H, br 5), 6.65-6.69 (2H, m); 13C NMR (125 MHz, CDCI3) oe inter alia28.2, 28.3, 35.9, 36.2, 39.4, 45.6, 45.9), 46.5, 47.7, 79.1, 80.1, 80.3), 134.1, 134.1,134.2, 155.6, 155.8, 156.0), 170.3, 170.7; HRMS (ESI-TOF) m/z: [M + Na] Calcd forC18H29N3NaO6 406.1949; Found 406.1968.

55750-49-7 Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 319934, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; SAMMUT, Ivan Andrew; HARRISON, Joanne Clare; HEWITT, Russell James; READ, Morgayn Iona; STANLEY, Nathan John; WOODS, Laura Molly; KUEH, Jui Thiang Brian; JAY-SMITH, Morgan; SMITH, Robin Andrew James; GILES, Gregory; LARSEN, Lesley; RENNISON, David; BRIMBLE, Margaret Anne; LARSEN, David Samuel; (209 pag.)WO2017/95237; (2017); 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.151038-94-7,6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate,as a common compound, the synthetic route is as follows.

Acetate 4-(l-(2-(6-(2,5-dioxo-2H-pyrrol-l(5H)- yl)hexanoyl)hydrazono)ethyl)benzoate oxaliplatin was synthesized using acetoxyoxalplatin(4-acetylphenyl)carboxylate (328 mg, 0.529 mmol, 1.00 equiv.) that was dissolved in DMF (0.05 M, 10 mL) and treated with 6-(2,5-dioxo-2,5-dihydro-lH- pyrrol-l-yl)hexanehydrazide TFA salt (359 mg, 1.05 mmol, 2.00 equiv.). The reaction mixture was stirred at room temperature for 16 hours. MTBE was added to the reaction mixture until a gum was formed and the solvent was decanted. To the gummy residue was added more MTBE and the mixture was incubated in an ultrasonic bath until the gum turned into a yellow solid. The solid was filtered and rinsed with MTBE to afford compound 15(126 mg, 29%, 93.2% pure); 1H NMR (500 MHz, DMF-d7) delta 10.50 (s, 0.4H), 10.42 (s, 0.6H), 8.95-8.44 (m, 4H), 7.92-7.88 (m, 4H), 7.03 (s, 0.8H), 7.02 (s, 1.2H), 3.62-3.35 (m, 6H), 2.46-2.33 (m, 5H), 1.98 (s, 3H), 1.78-1.50 (m, 8H), 1.43-1.22 (m, 4H); HPLC-MS 93.2%, m/z for C29H37N5011Pt [(M+H)+] = 828.3, 151038-94-7

The synthetic route of 151038-94-7 has been constantly updated, and we look forward to future research findings.

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.17057-04-4,4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid,as a common compound, the synthetic route is as follows.

A mixture of 8.68 g (0.04 mol) of 4-(2,5-dioxo-2,5-dihydro-1-pyrrol-1-yl)benzoic acid (1), 9.52 g (0.08 mol) of thionyl chloride, 5 droplets of DMF, and 150 mL of benzene was heated under reflux for 2 h with stirring (to avoid strong shocks), and then filtered, and the light yellow filtrate was evaporated in a vacuum under heating. Yield 8.03 g (85.2%), light yellow powder, mp 165-167 (167.7-168.5 [15]). IR spectrum, nu, cm -1 : 3085 (=), 1705 (=), 890 (l), 3040, 1595, 820 (Ar-H), 890 (l). C 11 H 6 ClNO 3 .

17057-04-4, As the paragraph descriping shows that 17057-04-4 is playing an increasingly important role.

Reference£º
Article; Kolymshin; Danilov; Ignatev; Kuzmin; Russian Journal of Organic Chemistry; vol. 55; 11; (2019); p. 1686 – 1689; Zh. Org. Khim.; vol. 55; 11; (2019); p. 1717 – 1721,4;,
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

tert-Butyl [22-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}-1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4,21-dioxo-7,10,13,16-tetraoxa-19-thia-3,22-diazapentacosan-25-yl]carbamate 21.0 mg (0.03 mmol) of 9-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}-2,2-dimethyl-4,10-dioxo-3,15,18,21,24-pentaoxa-12-thia-5,9-diazaheptacosan-27-oic acid (Intermediate C17) and 5.8 mg (0.0.3 mmol) of 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (1:1) were initially charged in 1.0 ml of acetonitrile, and 26.1 mg (0.20 mmol) of N,N-diisopropylethylamine and 20.9 mg (0.03 mmol) of T3P (50% in ethyl acetate) were added. The mixture was stirred at RT overnight. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 250*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 19.7 mg (79% of theory) of the title compound. LC-MS (Method 1): Rt=1.42 min; MS (ESIpos): m/z=835 [M+H]+.

134272-64-3, As the paragraph descriping shows that 134272-64-3 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

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

Reference Example 19 Preparation of 3,4-Bis-phenylsulfanyl-pyrrole-2,5-dione To dibromomaleimide (80.0 mg, 0.3 mmol) and sodium hydrogencarbonate (130.2 mg, 1.6 mmol) in methanol (6 ml) was slowly added benzenethiol (66.6 mul, 0.7 mmol) in methanol (1 ml). The reaction was stirred for 15 min at RT. The solvent was removed in vacuo and the residual material was purified by flash chromatography on silica gel (petroleum ether: ethyl acetate, gradient elution from 9:1 to 7:3) to afford the desired product as bright yellow crystals (73 mg, 75%). lambdamax (50 mM sodium phosphate, pH 6.2, 40% MeCN, 2.5% DMF)/412 nm (epsilon/dm3 mol-1 cm-1 2245); 1H NMR (500 MHz, MeOD): delta=7.27-7.22 (m, 6H, Ar-H), 7.16-7.14 (m, 4H, Ar-H); 13C NMR (125 MHz, MeOD): delta=169.3 (C), 137.6 (C), 135.4 (C), 132.4 (CH), 130.1 (CH), 129.1 (CH); IR (solid, cm-1): 3285 (m), 3059 (w), 2924 (w), 1774 (m), 1715 (s); MS (CI) m/z, (%): 314 (M+H, 100), 206 (13), 111 (12); Mass calc. for C16H11O2NS2[H]: 314.0231. Found: 314.0309; m.p. 102-104 C. (Literature: 123-126 C.)., 1122-10-7

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

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

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

N-methoxycarbonyl-dibromomaleimide (4)0::xcTo a solution of dibromomaleimide (1.00 g, 3.9 mmol) and N-methylmorpholine (0.433 mL, 3.9 mmol) in THF (35 mL) was added methylchloroformate (0.304 mL, 3.9 mmol) and the mixture was stirred for 20 mm. at room temperature. Then CH2C12 (40 mL) was added, the organic phase was washed with H20, dried over MgSO4 and the solvent removed in vacuo to yield the desired product as a pink powder (1.18 g, 3.8 mmol, 97%).m.p. 115-118C; Vmax (cm?) 3236, 2962, 1809, 1769, 1730, 1602; oH (CDC13, 500MHz)4.00 (3H, s, CH3); Oc (CDC13, 125 IVIHz) 159.3, 147.0, 131.5, 54.9; MS (CI) m/z (%)314 (MPH, 100), 206 (13), 111(12); Mass calculated for C6H3O4N79Br2: 310.8423,observed: 310.8427., 1122-10-7

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

Reference£º
Patent; UCL BUSINESS PLC; SMITH, Mark Edward Brennan; WO2013/121175; (2013); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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

766-36-9, Example 2Preparation of 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl ] benzene sulfonamide (IV)3-Ethyl-4-methyl-2,5-dihydro-lH- pyrrole-2-one (II) (1.0 Kg) and beta-phenylethyl isocyanate (1.488 Kg) were mixed in anhydrous toluene (4.0 L) and refluxed for 4 hrs. The toluene was distilled off and hexane (8.0 L) was added to the reaction mixture at 5O0C. The product precipitated is cooled to 0 to 5 C to obtain the solid compound viz. 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene (2.17 Kg). It was filtered washed with 2.0 L of hexane.To a cooled (15 to 25 C) solution of chlorosulfonic acid (2.8 L), 4-[2-(3-Ethyl-4- methyl-2-carbonyl pyrrolidine amido) ethyl] benzene (2.0 Kg) was added in small portions over a period of 2 to 3 hrs. Further it was stirred for 30 min at this temperature and then temperature was gradually raised to 30 to 350C. The reaction mass is stirred further for 2 hrs. The reaction mixture was then quenched into ice- water and stirred for 1 hr and filtered to obtain the product 4-[2-(3-Ethyl-4-methyl-2- carbonyl pyrrolidine amido) ethyl] benzene sulfonyl chloride (2.0 kg). To a cooled (15 to 200C) solution of diluted ammonia (1.4 L) 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonyl chloride was added in small portion over 1 to 2 hrs. The reaction mixture was then heated to 7O0C for 2 hrs when ammonolysis is complete. The product converted is then stirred for 1 hr at R.T. and filtered and dried at 90. to 100 C to obtain crude 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonamide (2.2 Kg) having HPLC purity in the range of 82 to 88percent. The crude compound 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonamide (2.2 Kg) is then purified from mixture of organic solvents chosen from Methanol, Acetone toluene.

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

Reference£º
Patent; USV LIMITED; WO2006/103690; (2006); 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

To a suspension of the free thiol, Dl (88 mg, 0.105 mmol) and l-((2,5- dioxopyrrolidin-l-yl)oxy)-l-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (sulfo- SPDB) (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 mu, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then l-(2-aminoethyl)-lH-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 (CI 8, CH3CN/H2O). Fractions containing desired product were frozen and lyophilized to give maleimide, D4 (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, The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; MACROGENICS, INC.; HICKS, Stuart William; YODER, Nicholas C.; BARAT, Bhaswati; BONVINI, Ezio; DIEDRICH, Gundo; JOHNSON, Leslie S.; LOO, Deryk; SCRIBNER, Juniper A.; (260 pag.)WO2018/119196; (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.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

General procedure: In a 100 mL dry one-neck round bottom flask equipped with a magnetic stir bar, 3,4-dibromomaleimide (1.00 equiv) was added under N2 atmosphere. Acetone (0.62 M) and K2CO3 (1.10 equiv) were successively added and vigorously stirred for 10 min. Then, the corresponding alkylating reagent (1.20-1.40 equiv) was added to one portion. The reaction was stirred during the overnight period and quenched by solvent evaporation and extraction with AcOEt (3 x 20 mL). The crude sample from the reaction was purified by column chromatography. The spectroscopic data match perfectly with those previously described.

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

Reference£º
Article; Mendoza-Macias, Claudia Leticia; Solorio-Alvarado, Cesar Rogelio; Alonso-Castro, Angel Josabad; Alba-Betancourt, Clara; Deveze-Alvarez, Martha Alicia; Padilla-Vaca, Felipe; Reyes-Gualito, Arturo; Chemical Papers; vol. 74; 5; (2020); p. 1429 – 1438;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem