Triethylamine → {(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidin-1-yl}-(2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-methanone

HRID 1158670노트

반응식

HRID 1158670 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH:13]([CH:14]([O:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][N:18]=3)[CH3:15])[CH2:12][N:11]([C:27](Cl)=[O:28])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].CCN(CC)CC.[CH:37]12[CH2:43][CH:40]([NH:41][CH2:42]1)[CH2:39][O:38]2>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH:13]([CH:14]([O:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:24])([F:25])[F:26])=[CH:19][N:18]=3)[CH3:15])[CH2:12][N:11]([C:27]([N:41]3[CH2:42][CH:37]4[CH2:43][CH:40]3[CH2:39][O:38]4)=[O:28])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 36145512-Oxa-5-azabicyclo(2.2.1)heptaneHCID 86628182(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidine-1-carbonyl chloride

생성물 1

HCID 67327327{(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidin-1-yl}-(2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (3SR,4RS)-3-(3,4-dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidine-1-carbonyl chloride (30 mg, 0.064 mmol) in CH2Cl2 (3 mL) were added Et3N (0.015 mL, 0.11 mmol) and 2-Oxa-5-aza-bicyclo[2.2.1]heptane (commercially available) (7 mg, 0.070 mmol). Stirring was continued overnight, and the reaction mixture was concentrated under vacuo and directly purified by flash chromatography (SiO2, EtOAc) to yield 27 mg the title compound as a white solid. ES-MS m/e: 530.1 (M+H+).

후처리

  1. concentrationthe reaction mixture was concentrated under vacuo
  2. customdirectly purified by flash chromatography (SiO2, EtOAc)

출처 및 근거

ORD 기록
ord-5d435f4902d8405b861cc404c9b37c2d
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812021B2

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