Heterocyclic Building Blocks-Pyrrolines

5264-35-7,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.

5-Methoxy-3,4-dihydro-2H-pyrrole (220mg) was combined with 8- isoquinolinamine (320 mg) (CAS 23687-27-6) in 10 mL of methanol in the presence of catalytic amount of AcOH. The reaction was stirred at 70¡ãC for 18 hours. The reaction was then cooled to room temperature and concentrated. Flash column chromatography (2-4percent 7N NH3 in MeOH/DCM) yielded the title compound. 1 H NMR (300 MHz, CD3OD) delta: 2.33 (m, 2H), 3.20 (m, 2H), 3.70 (t, J=3.33Hz, 2H), 7.72 (dd, J=0.88Hz 7.33Hz,1 H), 7.89 (t, J=7.33Hz, 1 H), 7.95 (dd, J=0.88Hz 5.86Hz, 1 H), 8.04 (d, J=8.50Hz, 1 H), 8.58 (d, J=5.86Hz, 1 H), 9.39 (d, J=0.88Hz, 1 H).

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; 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

(i) 3,4-cis-Dihydroxy-pyrrolidine-1-carboxylic acid benzyl ester To a solution of benzyl 3-pyrroline-1-carboxylate (15 g, 90percent, 66.4 mmol) in 100 mL THF and 25 mL water was added osmium tetroxide (10 mL, 2.5 wt. percent solution in 2-methyl-2-propanol, 0.8 mmol) and 4-methylmorpholine N-oxide (8.56 g, 73 mmol) as solid. The mixture was stirred at room temperature overnight and concentrated in vacuo. The residue was re-dissolved in 300 mL ethyl acetate and washed with aqueous Na2SO3 (1.5 g in 100 mL water) solution and aqueous NaHCO3 solution and brine. The combined aqueous layer was extracted once with ethyl acetate (100 mL). The combined organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The crude was further purified by flash column chromatography eluding with 4-5percent MeOH in CH2Cl2 to give 15.26 g product as white solid (97percent yield). 1H NMR (300 MHz, CDCl3) delta7.34 (m, 5H), 5.11 (bs, 2H), 4.26 (m, 2H), 3.66 (m, 2H), 3.41 (m, 2H), 1.56 (bs, 2H).

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

Reference£º
Patent; Romines III, William Henry; Kania, Robert Steven; Lou, Jihong; Cripps, Stephan; Zhou, Ru; He, Mingying; US2004/19065; (2004); 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 ethyl N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-chloro-4-(piperidin-4-yloxy)phenyl]sulfamoylacetate dihydrochloride (0.75 g) obtained in example 47(a) in ethanol (25 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (0.25 g), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (0.69 ml) at room temperature, and the resulting mixture was stirred at room temperature for 10 hours and then allowed to stand at room temperature for 84 hours.. To the reaction mixture was added a 4N solution of hydrogen chloride in dioxane (10 ml) and the resulting mixture was evaporated in vacuo.. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 25 percent acetonitrile/water).. Subsequently, to a solution of the amorphous solid obtained in ethanol (10 ml) was added a 4N solution of hydrogen chloride in dioxane (2 ml), and the resulting mixture was evaporated to dryness in vacuo.. The residue obtained was dissolved in water and then lyophilized to afford the title compound (0.52 g, yield: 62 percent) as a colorless amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm: 1.23 (3H, t, J=7.0), 1.75-1.86 (2H, m), 2.02-2.14 (4H, m), 2.97 (2H, t, J=8.0), 3.50-3.91 (6H, m), 4.19 (2H, q, J=7.0), 4.42 (2H, s), 4.47 (2H, d, J=6.0), 4.81-4.87 (1H, m), 6.45 (1H, dt, J=16.0, 6.0), 6.58 (1H, d, J=16.0), 7.34 (1H, d, J=9.0), 7.41 (1H, dd, J=9.0, 2.5), 7.55 (1H, t, J=8.0), 7.59 (1H, d, J=2.5), 7.70-7.74 (2H, m), 7.91 (1H, s); IR (KBr, cm-1): 1738, 1672, 1352, 1156.

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.

To a solution of the olefin (10. 0g, 49 MMOL) in CH2CI2 (250 ML, 0.2M) was added MCPBA (22g, 2.0 eq. ). The reaction was stirred for 48h and 200ML of saturated sodium thiosulfate was added. After 20 min, the layers were separated and the organic layer was washed with 2N NAOH (2 x 100ML). The organic layer was dried MgS04, filtered and concentrated to provide the title compound as an oil (10.79 G, 99%): 1H NMR (300 MHz, CDCI3) 8 7.35, 5.13, 3.93-3. 84,3. 71,3. 43-3.38 ; IR (LIQ.) 2209. (w), 2068 (w), 1958 (w), 1706 (s), 1455,1448, 1428 (s), 1397 (s), 1364, 1327 (s), 1214,1206, 1107 (s), 848 (s), 699, cm-1 Anal. CALCD for C12 H13 N 03 : C, 65.74 ; H, 5.98 ; N, 6.39. Found: C, 65.45 ; H, 6.07 ; N, 5.99.

31970-04-4, The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/99201; (2004); 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

30 mg (30 mumol) of Intermediate 89 were taken up in 2 ml of 1,4-dioxane and admixed with 4 ml of saturated sodium hydrogencarbonate solution and then with 7.5 mg (50 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. The reaction mixture was stirred at RT for 1 h and then concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization, 24 mg (74% of theory) of the title compound were obtained. [1937] HPLC (Method 5): Rt=2.2 min; [1938] LC-MS (Method 1): Rt=1.01 min; MS (ESIpos): m/z=1006 (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

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, Step A: Preparation of 3,4-dihydro-2H-pyrrol-5-amine hydrochloride (1:1) To a stirred solution of 3,4-dihydro-5-methoxy-2H-pyrrole (5.00 g, 50.43 mmol) in ethanol (30 mL) was added ammonium chloride (2.68 g, 50.43 mmol). The reaction mixture was stirred at room temperature for 24 h. The organic layer was then concentrated under reduced pressure to afford the title product as a white solid (6.0 g), which was used without further purification in the next step.

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; E.I. DU PONT DE NEMOURS AND COMPANY; US2010/99561; (2010); 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.

5-methoxy-3,4-dihydro-2H-pyrrole (0.3 mL) was added to the solution of 5-propyl-8- [(4-methylpiperidin-1-yl)carbonyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole tetraTFA salt (110 mg, 138 mg) in methanol (1 mL) at room temperature. The EPO mixture was stirred at room temperature overnight and purified by preparative HPLC (10-70percent CH3CN) to afford the title compound as its TFA salt (31mg). MS (M+l): 407.1. 1H NMR (400 MHz, CD3OD) delta ppm 0.91 (t, J=7.42 Hz, 3 H), 0.99 (d, J=6.44 Hz, 3 H), 1.06 – 1.28 (m, 2 H), 1.55 – 1.89 (m, 5 H), 2.14 – 2.39 (m, 2 H), 2.89 (s, 1 H), 3.00 – 3.21 (m, 4 H), 3.67 – 3.92 (m, 3 H), 3.94 – 4.06 (m, 2 H), 4.08 – 4.18 (m, 2 H), 4.60 (s, 1 H), 4.79 – 4.89 (m, 2 H), 7.17 – 7.27 (m, 1 H), 7.41 – 7.60 (m, 2 H)., 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; AstraZeneca AB; WO2006/101434; (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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate (2 g, 9.84 mmol) was taken in THF (16 mL) and water (6 mL), to it OsO4 (25 mg, 0.098 mmol), NMO (1.6 g, 13 mmol) were added. The reaction mixture was stirred at room temperature for 15 h. The reaction mixture was concentrated and the crude was partitioned between EtOAc and water. Layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layer was dried over Na2SO4, concentrated and purified by column chromatography to yield the pure benzyl 3,4-dihydroxypyrrolidine-1-carboxylate (2.2 g, 95percent).

31970-04-4, 31970-04-4 Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate 643471, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; CORNELL UNIVERSITY; COFERON, INC.; PURDUE RESEARCH FOUNDATION; US2012/295874; (2012); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

872-32-2, 2-Methyl-1-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 2-methyl-1-pyrroline (2.8 g, 33.7 mmol) and the corresponding cyclic phosphite 2a-2e (30.6 mmol) were stirred in toluene (5 mL) for 4-6 h at room temperature (conversion was checked by TLC or 31P NMR), the mixture was poured into 30 mL water, slowly acidified to pH 3 with 11 N HCl then quickly extracted with tert-butyl methyl ether (TBME) (3 .x. 20 mL). The aqueous phase was basified to pH 9-10 with NaOH pellets then extracted with CH2Cl2 (4 .x. 20 mL). The combined organic phases were dried over MgSO4, filtered and roto-evaporated to give the crude aminophosphonates 3a-3e as white powders which were then purified by SiO2 column chromatography with eluent CH2Cl2/EtOH 8/1., 872-32-2

The synthetic route of 872-32-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Gosset, Gae?lle; Cle?ment, Jean-Louis; Culcasi, Marcel; Rockenbauer, Antal; Pietri, Sylvia; Bioorganic and Medicinal Chemistry; vol. 19; 7; (2011); p. 2218 – 2230;,
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.

The synthetic route of 872-32-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yeo, Se Jeong; Liu, Yongxiang; Wang, Xiang; Tetrahedron; vol. 68; 3; (2012); p. 813 – 818;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem