Category: pyrrolines

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

(1) A DMA (35 ml) suspension containing Compound 1 (5.57 g, 28 mmol), Compound 2 (10 g, 83 mmol) and sodium carbonate (12 g, 113 mmol) was stirred at 80 C. for 15 hours under argon atmosphere. After cooling by allowing to stand, the reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over anhydrous sodium sulfate, and then, concentrated under reduced pressure. The residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=3:2) to give Compound 3 (2.02 g, 11 mmol, 39%) as a solid.

As the paragraph descriping shows that 7544-75-4 is playing an increasingly important role.

Reference£º
Patent; Kusama, Mari; Watanabe, Tatsuya; Hosaka, Toshihiro; Kubota, Yuko; US2008/9506; (2008); 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.

(d) 4-((2S, 5S) -37-(2, 5-dioxo-2, 5-dihydro- 1 H-pyrrol- 1 -yl) -5-isopropyl-2-methyl-4, 7, 35-trioxo- 10, 13, 16, 19, 22, 25, 28, 31 -octaoxa-3, 6, 34-triazaheptatriacontanamido)benzyl (3-(((S)-8-((5- (((S)- 7-methoxy-2-methyl-5-oxo-5, 11 a-dihydro- 1 H-benzo[e ]pyrrolo[1 , 2-a ][1 , 4 ]diazepin-8- yl)oxy)pentyl)oxy)-2-methyl-5-oxo-5, 11 a-dihydro-1 H-benzo[e]pyrrolo[1 ,2-a][1 ,4]diazepin-7- yl)oxy)propyl)carbamate (4) 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (EDCI, 15 mg, 0.080 mmol, 1.1 eq) was added to a solution of crude 3 (0.077 mmol) and Mal-(PEG)8-acid (48 mg, 0.080 mmol, 1 .1 eq) in dry dichloromethane (2 ml_). The reaction was degassed three times with Argon and stirred for 2 hours and the presence of starting material was no longer observed by LC/MS. The reaction was diluted with dichloromethane and washed sequentially with water and brine. The organic phase was dried over magnesium sulphate filtered and excess dichloromethane removed by rotary evaporation under reduced pressure. The resulting residue was subjected to flash column chromatography (silica gel; 100% chloroform to 10% methanol in chloroform). Pure fractions were collected and combined and excess eluent was removed by rotary evaporation under reduced pressure to give the desired product (40mg). This residue was then purified further by preparative HPLC (3.7 mg, 31 % over 2 steps). LC/MS 1.40 min, (ES+) m/z (relative intensity) 1521.95 [M + H]+. 1H NMR (400 MHz, CDCI3) delta 8.72 (s, 1 H), 7.83 (s, 1 H), 7.80 (d, J = 3.9 Hz, 1 H), 7.63 – 7.61 (m, 2H), 7.47 (d, J = 8.3 Hz, 2H), 7.26 (br, 2H), 6.77 – 6.75 (m, 4H), 6.69 (s, 2H), 5.02 (s, 2H), 4.64 – 4.62 (m, 2H), 4.24 – 4.21 (m, 4H), 4.19 – 3.95 (m, 4H), 3.89 (s, 2H), 3.86 – 3.75 (m, 4H), 3.63 (br, 32H), 3.53 – 3.33 (m, 8H), 3.18 – 3.14 (m, 2H), 2.98 – 2.94 (m, 2H), 2.53 – 5.49 (m, 3H), 2.03 (s, 2H), 1.83 (br, 10H), 1 .56 (br, 2H), 1.42 (s, 3H), 1.05 – 0.90 (m, 6H).

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

Reference£º
Patent; MEDIMMUNE LIMITED; HOWARD, Philip, Wilson; (203 pag.)WO2016/37644; (2016); 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

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% strength citric acid solution and with saturated sodium bicarbonate solution. The organic phase was washed twice with saturated sodium chloride solution and dried over magnesium sulphate, and the solvent was evaporated 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 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 319935, apyrrolines compound, is more and more widely used in various.

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.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 hydrochloride (8 mg, 0.042 mmol) was added to a suspension of Maleimide-PEG8-acid (25 mg, 0.042 mmol) in dry CH2Cl2 (4 mL) under argon atmosphere. PBD 85 (42 mg, crude) was added straight away and stirring was maintained until the reaction was complete (3 hours). The reaction was diluted with CH2Cl2and the organic phase was washed with H2O and brine before being dried over MgS04, filtered and excess solvent removed by rotary evaporation under reduced pressure by rotary evaporation under reduced pressure. The product was purified by careful silica gel chromatography (slow elution starting with 100% CHCI3 up to 9:1 CHCl3/MeOH) followed by reverse phase HPLC to remove unreacted maleimide-PEG8-acid. The product 86 was isolated in 10% over two steps (6.6 mg). LC/MS 1 .16 min (ES+) m/z (relative intensity) 770.20 ([M + 2H]+ , 40%).

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; (281 pag.)WO2016/166341; (2016); A1;; ; Patent; VAN BERKEL, Patricius Hendrikus Cornelis; HOWARD, Philip Wilson; (280 pag.)WO2016/166307; (2016); A1;; ; Patent; VAN BERKEL, Patricius Hendrikus Cornelis; HOWARD, Philip Wilson; (280 pag.)WO2016/166300; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

17057-04-4, 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid 86925, apyrrolines compound, is more and more widely used in various.

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.541-59-3,Maleimide,as a common compound, the synthetic route is as follows.

To a solution of maleimide 11 (3.0 g, 31 mmol) in ethyl acetate (120 mL) was added dropwise a solution of N-methyl morpholine (4.4 mL, 40.3 mmol) in ethyl acetate (15 mL) over 10 min at 0 oC. Then a solution of methyl chloroformate (3.1 mL, 40.3 mmol) in ethyl acetate (8.0 mL) was added dropwise, the solution was allowed to reach room temperature while stirring for 3 h. TLC showed that the starting material was consumed completely. The solution was diluted with ethyl acetate (100 mL) and washed with saturated aqueous sodium bicarbonate solution, water, and saturated sodium chloride solution, successively. The organic layer was separated, dried over Na2SO4, and filtered. After the supernatant was concentrated under reduced pressure through rotary evaporation, the residue recrystallized from isopropyl ether to give compound 12 (4 g, 64.5 mmol, 84% yield) as a pale solid. 1H NMR (500 MHz, CDCl3) delta 6.89 (s, 2H), 4.01 (s, 3H); 13C NMR (126 MHz, CDCl3) delta 165.8, 148.2, 135.4, 54.4.

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

Reference£º
Article; Yue, Xuyi; Feng, Yue; Yu, Y. Bruce; Journal of Fluorine Chemistry; vol. 152; (2013); p. 173 – 181;,
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.69778-83-2,4-Methoxy-1H-pyrrol-2(5H)-one,as a common compound, the synthetic route is as follows.

To a mixture of diethylformamide (3 eq, 5.8 mL) and chloroform (5 mL) at 00C was added dropwise a solution of phosphorus oxybromide (2.5 eq, 12.6 g) in chloroform (15 mL). The resulting suspension was stirred at 0 0C for 30 min, and the sol “vent was removed by rotary evaporation to obtain the Vilsmeier complex as a white solid. After drying in vacuo104USlDOCS 5506941vl EPO for 20 min, the solid was treated with chloroform (10 mL) and cooled to 0 0C. A solution of 4-methoxy-3-pyrrolin-2-one (A, 2 g, 17.7 mmol) in chloroform (20 mL) was added dropwise and the mixture was warmed to room temperature, then heated at 60 0C for 5h. The mixture was poured onto ice (75 mL), and the pH of the aqueous solution was adjusted to pH 7-8 by treatment with NaOH 2N. EtOAc (40 mL) was added to the resulting precipitate and the mixture was filtered over Celite.(R). to remove the black solid containing phosphorus salts.The two layers were separated and the aqueous layer was extracted with EtOAc (3 x 100 mL). The organic layers were combined, washed with brine (3 x 200 mL), dried over Na2SO4, filtered and the solvent was removed by rotary evaporation to furnish the crude enamine intermediate B’.The residue was filtered over a pad of silica gel (50 mL) using a 10percent EtOAC/Hexianes as eluent to obtain the enamine as an oil, which upon drying in vacuo lead to a beige solid.Yield: 3.20 g, 70percent. M/Z: 260.1 [M+l]RMNT 1H (300 MHz, CDCl3): delta (ppm) 1.24-1.37 (m, 6H); 3.31-3.46 (q, 2H); 3.76 (s, 3H), 4.03-4.18 (q, 2H); 5.58 (s, 3H); 6.98 (s, 3H).

69778-83-2 4-Methoxy-1H-pyrrol-2(5H)-one 574769, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; GEMIN X BIOTECHNOLOGIES INC.; WO2006/89397; (2006); 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.

N-(3-Dimethylaminopropyl)-N?-ethylcarbodiimide (28 mg, 0.146 mmol, I eq) was added to asolution of 42 (203 mg, 0.146 mmol) and maleimide-PEG8 acid (87 mg, 0.146 mmol) inchloroform (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/I0% methanol] gave 43 as a pale yellow solid (205 mg, 72%). LC/MS: RT 5.75 mm; 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; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius Hendrikus Cornelis; WO2015/52534; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

5264-35-7, 5-Methoxy-3,4-dihydro-2H-pyrrole is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 2-(Dimethylaminoethylamino-1-pyrroline Into a solution of 4.4 gm. (0.05 mole) of N,N-dimethylethylene diamine in 15 ml. of methanol with cooling is added 3.6 gm. (0.1 mole) of hydrogen chloride gas and then at room temperature is added 5.6 gm. (0.05 mole) of 88percent 2-methoxy-1-pyrroline and let stir at ambient temperature for 221/2 hours. Removed the methanol, dissolved the residue in water, neutralized with sodium hydroxide and extracted with methylene chloride, dried and evaporated affording 8.0 gm. of 2-(dimethylaminoethylamino)-1-pyrroline.

5264-35-7 5-Methoxy-3,4-dihydro-2H-pyrrole 353443, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Merck & Co., Inc.; US4241072; (1980); A;,
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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

(Z)-methyl 4-(3-(4-amino-3-(2-fluoro-4-(2,3,5,6-tetrafluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)-4-oxobut-2-enoylcarbamate Procedure: Methyl 2,5-dioxo-2H-pyrrole-1(5H)-carboxylate (17 mg, 0.11 mmol, 1.1 eq.) and sodium bicarbonate (17 mg, 0.2 mmol, 2.0 eq.) were added to a solution of 3-(2-fluoro-4-(2,3,5,6-tetrafluorophenoxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (48 mg, 0.1 mmol, 1.0 eq.) in 1,4-dioxane/water (3 mL/1 mL) at 0 C. The reaction was stirred at 20 C. for 2 hours, diluted with water (5 mL), and extracted with ethyl acetate (10 mL*3). The combined organic phases were dried over anhydrous sodium sulfate, and concentrated to give the crude product, which was purified by thin layer chromatography (developer: petroleum ether:ethyl acetate=1:3) to afford the title compound (40 mg, yield: 67%).

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Zhejiang DTRM Biopharma Co. Ltd.; He, Wei; (167 pag.)US2016/200730; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem