Category: pyrrolines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5264-35-7,5-Methoxy-3,4-dihydro-2H-pyrrole,as a common compound, the synthetic route is as follows.,5264-35-7

To a solution of ethyl N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-carbamoyl-4-(piperidin-4-yloxy)phenyl]sulfamoylacetate (500 mg) obtained in example 71(a) in ethanol (15 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (340 mg), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (0.77 ml) at room temperature, and the resulting mixture was stirred at room temperature overnight and then evaporated in vacuo.. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 15 percent acetonitrile/water).. Subsequently, to a solution of the amorphous solid obtained in ethanol (5 ml) was added a 4N solution of hydrogen chloride in dioxane (0.50 ml), and the resulting mixture was evaporated to dryness in vacuo to afford the title compound (420 mg, yield: 67 percent) as a colorless amorphous solid. 1H NMR (500MHz, DMSO-d6) delta ppm: 1.23 (3H, t, J=7.0), 1.80-1.95 (2H, m), 2.00-2.15 (4H, m), 2.96 (2H, m), 3.45-3.55 (1H, m), 3.55-3.65 (1H, m), 3.61 (2H, m), 3.65-3.75 (1H, m), 3.75-3.85 (1H, m), 4.20 (2H, q, J=7.0), 4.37 (2H, s), 4.47 (2H, d, J=6.0), 4.86 (1H, m), 6.44 (1 H, dt, J=16.0, 6.0), 6.58 (1H, d, J=16.0), 7.28 (1H, d, J=9.0), 7.51 (1H, dd, J=9.0, 2.5), 7.55 (1H, t, J=8.0), 7.68 (1H, d, J=8.0), 7.72 (1H, d, J=8.0), 7.77 (1H, d, J=2.5), 7.87 (1H, s); IR (KBr, cm-1): 1737, 1670.

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

Reference£º
Patent; Sankyo Company, Limited; EP1375482; (2004); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Step A. Benzyl 6-oxa-3-azabicyclo[3.i.Olhexane-3-carboxylateTo a solution of benzyl 2,5-dihydro-1H-pyrrole-i-carboxylate (4.9 mmol, 1.0 g) in CH2C12 (30 mL) at 0 C was added m-CPBA (20 mmol, 3.4 g) in portions. The reaction was stirred at RT for 18 h. The mixture was filtered and the filtrate was washed with aqueous NaHCO3 and brine. The organic layer was dried over Na2504 and purified by silica gel chromatography (heptane/EtOAc=90/10 to 0/100) to afford the title compound. MS (ESI) mlz = 242 (M+Na), 31970-04-4

As the paragraph descriping shows that 31970-04-4 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SAKURADA, Isao; HIRABAYASHI, Tomokazu; MAEDA, Yoshitaka; NAGASUE, Hiroshi; MIZUNO, Takashi; XU, Jiayi; ZHANG, Ting; SMITH, Cameron; PARKER, Dann; WO2015/160636; (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,5264-35-7

To a solution of 5-methoxy-3,4-dihydro-2H-pyrrole (520mg) in MeOH (8 mL) was added (1 S)- 1 H-inden-1 -amine, 2,3-dihydro (538 mg, 4.04 mmol, CAS 61341 -86-4) at room temperature. The mixture was stirred at room temperature for 40 h. The reaction was then cooled to room temperature and concentrated. Flash column chromatography (5percent 7N NH3 in MeOH/DCM) yielded (S)-N-(2,3-dihydro-1 H-inden-1 -yl)-3,4-dihydro-2H- pyrrol-5-amine, as a white solid. 1H NMR (300MHz, CDCI3) delta: 7.30 – 7.39 (m, 5H), 7.13 – 7.28 (m, 3H), 5.25 – 5.38 (m, 1 H), 3.72 (t, J = 6.7 Hz, 2H), 2.91 – 3.04 (m, 1 H), 2.77 – 2.91 (m, 1 H), 2.54 – 2.72 (m, 1 H), 2.35 – 2.54 (m, 2H), 1.93 – 2.10 (m, 2H), 1.76 – 1.91 (m, 1H).

The synthetic route of 5264-35-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ALLERGAN, INC.; CHOW, Ken; GIL, Daniel W.; DONELLO, John E.; WANG, Liming; CORPUZ, Evelyn G.; FANG, Wenkui K.; SINHA, Santosh C.; DIBAS, Mohammed I.; WO2011/44229; (2011); 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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, A solution of compound 656 (750 mg, 2 mmol) in THF (2 mL) was added to saturated NaHCO3aqueous solution (30 mL) and then cooled to 0 , compound 409 (622 mg, 4 mmol) was then added and the reaction was stirred at 0 for 1 h. A white solid was collected by filtration (854 mg, 80%yield) . ESI m/z calcd for C24H31N4O10[M+H]+: 535.20, found: 535.20.

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); 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

5264-35-7, Triethylamine is added to a mixture of 5 -methoxy-3,4-dihydro-2H- pyrrole (SM-2: 73 g, 0.73 mmol) and 3-oxopentanedioic acid diethyl ester (200 g, 0.99 mmol) at room temperature. The resulting solution is stirred for 5 days after which the reaction mixture is filtered to give 39 g (24percent yield) of 7-hydroxy-5-oxo-l,2,3,5-tetrahydro-indolizine-8- carboxylic acid ethyl ester as a white solid. The NMR spectrum of the title compound is consistent with the structure.1H NMR (CDCI3, 300 MHZ): delta 11.4 (s, 1H), 5.80 (s, 1H), 4.40 (q, 2H), 4. 15 (t, 2H), 3.50 (t, 2H), 2.3-2.15 (m, 2H), 1.40 (t, 3H).

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

Reference£º
Patent; NOVARTIS AG; WAYKOLE, Liladhar Murlidhar; KARPINSKI, Piotr H.; WO2011/67348; (2011); A2;,
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.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.

872-32-2, General procedure: Acyl chloride (1.2 mmol, 1.2 equiv) was added to a solution of 4-dimethylaminopyridine (DMAP) (1.2 mmol, 1.2 equiv) in acetonitrile (1.0 mL) at 0 ¡ãC. The reaction was stirred at room temperature for 15 min. A solution of the 5-methyl-3,4-dihydro-2H-pyrrole (1.0 mmol) in acetonitrile (1.0 mL) was added and the reaction was stirred at room temperature for 3 h. p-Toluenesulfonic acid monohydrate (3.0 mmol, 3.0 equiv) was added at 0 ¡ãC under inert atmosphere. The reaction was then stirred at room temperature for 2 h. Arylhydrazine (1.5 mmol, 1.5 equiv) was added and stirred for an addition 5 min at room temperature. The reaction was then heated to 82 ¡ãC for 20 h. The reaction cools down to room temperature. The residue was then dissolved in ethyl acetate and washed with brine and a saturated aqueous solution of NaHCO3. The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give a crude solid, which was purified by column chromatography on silica gel.

As the paragraph descriping shows that 872-32-2 is playing an increasingly important role.

Reference£º
Article; Yeo, Se Jeong; Liu, Yongxiang; Wang, Xiang; Tetrahedron; vol. 68; 3; (2012); p. 813 – 818;,
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.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.,872-32-2

EXAMPLE 5Preparation of 6-{2-[2-(2-chlorophenyl)ethyl]pyrrolidin-1-yl}-9H-purine (“A5”)5.1 3 ml of 1-methylpyrroline are dissolved in 25 nil of THF and deprotonated at -78¡ã C. for 30 minutes using 22.6 ml of BuLi (1 M in hexane). 6.5 g of 2-chlorobenzyl bromide are dissolved in 25 ml of THF and added dropwise at the temperature indicated. After 30 minutes, the mixture is allowed to warm to RT for 12 hours. For work-up, 50 ml of water are added, and the mixture is extracted to exhaustion with dichloromethane. The combined organic phases are dried over sodium sulfate, evaporated and purified by chromatography on silica gel, giving 4.5 g of 5-[2-(2-chlorophenyl)ethyl]-3,4-dihydro-2H-pyrrole as a colourless oil, which is employed in the next reaction; Rt.: 1.303 min; [M+H]+208.

872-32-2 2-Methyl-1-pyrroline 70103, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Patent GmbH; US2011/263561; (2011); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 14; 8-(Y cis)-4-fluoropyrrol idin-3 -yloxy)-2-f 7-f 2-methoxyethoxy)imidazo fl,2-a1 pgammaridin-3 – yl)quinoline hydrochloride salt; Step A: Preparation of benzyl -oxa-S-azabicyclop.l.OJhexane-S-carboxylate:; Benzyl 2,5-dihydro-lH-pyrrole-l-carboxylate (11.0 g, 54.1 mmol, commercially available from Aldrich) and 3-chlorobenzoperoxoic acid (17.3 g, 70.4 mmol) were added to 150 mL of chloroform and heated to 46 0C for 20 hours. The mixture was cooled, dichloromethane was added, and the reaction was washed with a saturated solution OfNaHCO3 and Na2S2CO3. The combined organic layers were dried over MgSO4, filtered and concentrated to give 10.5 g (88% isolated yield) of the desired compound as an oil, which was used directly in the next step., 31970-04-4

As the paragraph descriping shows that 31970-04-4 is playing an increasingly important role.

Reference£º
Patent; ARRAY BIOPHARMA INC.; WO2008/124323; (2008); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6,55750-48-6, Methyl 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

First, in analogy to the synthesis described in Intermediate 75, by coupling of N-(tert-butoxycarbonyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-2-carboxy-1-methoxypropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide (Intermediate 26) and (1S,2R)-1-amino-2-phenylcyclopropanecarboxylic acid trifluoroacetate (Intermediate 207) in the presence of O-(7-azabenzotriazol-1-yl)-N,N,N?,N?-tetramethyluronium hexafluorophosphate and subsequent detachment of the Boc protecting group by means of trifluoroacetic acid, the amine compound N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(1S,2R)-1-carboxy-2-phenylcyclopropyl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide was prepared as the trifluoroacetate. [2324] To 22 mg (0.026 mmol) of this compound in 10 ml of methanol were then added 17 mg (0.05 mmol) of 9H-fluoren-9-ylmethyl 6-oxohexyl carbamate (Intermediate 208) and 2.3 mg of acetic acid, and also 11.4 mg (0.12 mmol) of borane-pyridine complex. The reaction mixture was stirred at RT overnight. Then the same amounts of borane-pyridine complex and acetic acid, and also 8 mg of fluoren-9-ylmethyl 6-oxohexyl carbamate, were added once again and the reaction mixture was stirred at RT for a further 24 h. This was followed by concentration under reduced pressure, and the residue was purified by means of preparative HPLC. After concentration of the corresponding fractions, the product was used immediately in the next stage. 33 mg of the still contaminated intermediate were taken up in 5 ml of DMF, and 1 ml of piperidine was added. After stirring at RT for 15 min, the reaction mixture was concentrated and the resulting residue was purified by preparative HPLC. Thus, 11 mg (55% of theory over 2 stages) of the aminocarboxylic acid intermediate were obtained. [2325] HPLC (Method 12): Rt=1.7 min; [2326] LC-MS (Method 11): Rt=0.7 min; MS (ESIpos): m/z=843 (M+H)+. [2327] 6 mg (7.12 mumol) of this intermediate were taken up in 1 ml of dioxane and then admixed with 6.6 mg (42.7 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate and with 5 mul of saturated aqueous sodium hydrogencarbonate solution. The reaction mixture was stirred at RT for 1 h. Then another 3 portions each of 50 mul of the saturated aqueous sodium hydrogencarbonate solution were added and the reaction mixture was stirred at RT for a further 30 min. Then the reaction mixture was acidified to pH 2 with trifluoroacetic acid and subsequently concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization from acetonitrile/water, 4 mg (60% of theory) of the title compound were obtained as a foam. [2328] HPLC (Method 12): Rt=1.9 min; [2329] LC-MS (Method 11): Rt=0.88 min; MS (ESIpos): m/z=923 (M+H)+

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lerchen, Hans-Georg; Hammer, Stefanie; Harrenga, Axel; Kopitz, Charlotte Christine; Nising, Carl Friedrich; Sommer, Anette; Stelte-Luowig, Beatrix; Mahlert, Christoph; Schuhmacher, Joachim; Golfier, Sven; Greven, Simone; Bruder, Sandra; US2015/23989; (2015); 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.5264-35-7,5-Methoxy-3,4-dihydro-2H-pyrrole,as a common compound, the synthetic route is as follows.

A 2L 3-necked flask equipped with a mechanical stirrer was charged with ethyl 2-amino-1 /-/-pyrrole-3-carboxylate (100 g, 0.648 mol) and 5-methoxy-3,4-dihydro-2/-/-pyrrole (128.6 g, 1.5 mol) and the mixture was stirred at 90¡ãC. After 8 h, 5-methoxy-3,4-dihydro-2H-pyrrole (45 g, 0.454 mol) was added then the mixture was kept at the same temperature overnight. It was purged with argon for 4 h then cooled to room temperature (rt). EtOAc (1 L) was added, the mixture was sonicated for 1 h and left to stand at rt overnight. The suspension was stirred for 4 h, then filtered. The solid was washed with EtOAc and dried to afford 1 ,6,7,8-tetrahydro-4H-dipyrrolo[1 ,2-a:2′,3′-d]pyrimidin-4-one as a greenish solid (96.8 g, 85.3 percent yield); LCMS [M+H]+ 176., 5264-35-7

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

Reference£º
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; (191 pag.)WO2019/119145; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem