Heterocyclic Building Blocks-Pyrrolines

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, To a solution of H-Dap (Boc) -OH (1.00 g, 4.9 mmol) in saturated NaHCO3(20 mL) at 0 was added compound 409 (2.30 g, 14.7 mmol) . The reaction was stirred at 0 for 1h, then warmed to r.t. and stirred for another hour. Then 1N KHSO4was added to adjust pH to 6 and the resulting mixture was extracted with EtOAc (2 ¡Á 50mL) . Combined organic layers were dried over Na2SO4, filtered, and concentrated to give compound 519 (0.42 g, 30%yield) . ESI m/z calcd for C12H15N2O6[M-H]-: 283.10, found 283.10.

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 fields.

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

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, General procedure: A suspension containing 2,5-dimethyl-1H-pyrrole-3-carbohydrazide (2) (150 mg, 0.979 mmol,1.0 equiv.) and the appropriate methyl lactim (1.96 mmol, 2.0 equiv.) in toluene (2.00 mL, 0.5M) was heated in the microwave reactor at 180 ¡ãC for 1.0 h. The reaction mixture was allowedto cool to room temperature and was then concentrated under diminished pressure. The obtained15residue was applied to a silica gel column (50 g); eluting with 95:5 ? 75:25 DCM-MeOH(containing 10percent NH4OH) afforded the expected triazole.

As the paragraph descriping shows that 5264-35-7 is playing an increasingly important role.

Reference£º
Article; Duveau, Damien Y.; Yasgar, Adam; Wang, Yuhong; Hu, Xin; Kouznetsova, Jennifer; Brimacombe, Kyle R.; Jadhav, Ajit; Simeonov, Anton; Thomas, Craig J.; Maloney, David J.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 630 – 635;,
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

a) The corresponding Grignard compound is prepared from 22.6 g of 4-bromobiphenyl with 2.36 g of magnesium in 75 ml of THF. A solution of 8.0 g of 5-methoxy-2H-3,4-dihydropyrrole in 25 ml of THF is added dropwise to this solution. The mixture is boiled at reflux for 5 hrs., then poured into a saturated solution of ammonium chloride, extracted with ethyl acetate, dried and concentrated. The residue is recrystallized from isopropanol, with 1.93 g of 5-biphenylyl-2H-3,4-dihydropyrrole being isolated, m.p. 230¡ã C.

As the paragraph descriping shows that 5264-35-7 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; US6034275; (2000); 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.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

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.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

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.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

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.5264-35-7,5-Methoxy-3,4-dihydro-2H-pyrrole,as a common compound, the synthetic route is as follows.

5264-35-7, A flame dried flask was charged with a 0.5 M solution of 5-methoxy-3,4- dihydro-2//-pyrrole (which had been passed through a plug OfNa2SO4 prior to its usage) (1.00 g, 10.1 mmol, 1.01 equiv.) in anhydrous methanol and mesityl hydrazine hydrochloride (1.87 g, 10.0 mmol, 1.00 equiv.) was added. The solution was heated to 50 0C and conversion to the product monitored by IHNMR, (ca 30 min.), during this time it had became deep red in color. The solution was cooled to room temperature and concentrated in vacuo to the crude solid which was subsequently twice recrystallized from 200 proof EtOH to afford the title compound as a white powder (1.64 g, 6.5 mmol, 65percent yield). 1H NMR (400 MHz, DMSO) delta 10.87 (s,lH), 10.08 (s, IH), 7.14 (s, I H), 6.86 (s, 2H), 3.63 (t, 2H, J= 8.0 Hz), 2.81 (t, 2H, J= 8.0 Hz), 2.19 (s, 6H), 2.18 (s, 3H), 2.15 (shoulder, m, 2H); HRESI+/TOF-MS calcd for C13H20N3+ [M]+ 218.1652; found, 218.1646

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; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2007/124494; (2007); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem