Triethylamine → 1-(7-Indolylcarbonyl)-3-(RS)-(4-phenylpiperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine

HRID 380470

반응식

HRID 380470 반응식
[C:1]1([CH:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH:14]3[CH:18]([C:19]4[CH:23]=[CH:22][S:21][CH:20]=4)[CH2:17][NH:16][CH2:15]3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][C:31]=2[C:33](O)=[O:34])[CH:26]=[CH:25]1.C(N(CC)CC)C.O=C1N(P(Cl)(N2CCOC2=O)=O)CCO1>C(Cl)Cl>[NH:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][C:31]=2[C:33]([N:16]2[CH2:17][CH:18]([C:19]3[CH:23]=[CH:22][S:21][CH:20]=3)[CH:14]([CH2:13][N:10]3[CH2:9][CH2:8][CH:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH2:12][CH2:11]3)[CH2:15]2)=[O:34])[CH:26]=[CH:25]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 742811H-Indole-7-carboxylic acidHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 206944833-(SR)-(4-phenyl piperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine

생성물 1

HCID 183647721-(7-Indolylcarbonyl)-3-(RS)-(4-phenylpiperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 0.022 g (0.067 mmol) of 3-(SR)-(4-phenyl piperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine and 0.016 g (0.1 mmol) of indole-7-carboxylic acid in 2 mL of CH2Cl2 and 0.037 mL (0.27 mmol) of triethylamine was added 0.022 g (0.087 mL) of BOP-Cl [Bis-(2-oxo-3-oxazolidinyl)phosphinic chloride] and the reaction mixture was stirred at rt for 5 h. The reaction mixture concentrated and purified by chomatography (silica, acetone: hexanes, 1:3 to 1:2) to give the title compound. 1H NMR (CDCl3) δ; 10.02 (bs, 1H), 7.79 (bs, 1H), 7.02-7.53 (m, 11H), 6.62 (bs, 1H), 4.15-4.19 (m, 2H); Mass Spectrum (CI) m/e=482 (M+1).

후처리

  1. concentrationThe reaction mixture concentrated
  2. custompurified by chomatography (silica, acetone: hexanes, 1:3 to 1:2)

출처 및 근거

ORD 기록
ord-0ab2bd26f98c4fea91a9edbd45f75696
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06303593B1

연결된 노트

불러오는 중…