Potassium tert-butoxide → N-[2-Chloro-4-(7-fluoro-3,4-dihydro-1H-isoquinolin-2-yl)-6-trifluoromethyl-phenyl]-3,3-dimethylbutanamide

HRID 880677

반응식

HRID 880677 반응식
CC(C)([O-])C.[K+].Cl.[F:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH2:14][NH:15][CH2:16]2)=[CH:11][CH:10]=1.Br[C:20]1[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[C:23]([NH:30][C:31](=[O:37])[CH2:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[C:22]([Cl:38])[CH:21]=1>C1(C)C=CC=CC=1>[Cl:38][C:22]1[CH:21]=[C:20]([N:15]2[CH2:14][CH2:13][C:12]3[C:17](=[CH:18][C:9]([F:8])=[CH:10][CH:11]=3)[CH2:16]2)[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[C:23]=1[NH:30][C:31](=[O:37])[CH2:32][C:33]([CH3:35])([CH3:34])[CH3:36]

참가 물질

5

반응물 3

HCID 23665647Potassium tert-butoxideHCID 450739717-Fluoro-1,2,3,4-tetrahydroisoquinoline hydrochlorideHCID 58097337N-(4-bromo-2-chloro-6-(trifluoromethyl)phenyl)-3,3-dimethylbutanamide

생성물 1

HCID 24937082N-[2-Chloro-4-(7-fluoro-3,4-dihydro-1H-isoquinolin-2-yl)-6-trifluoromethyl-phenyl]-3,3-dimethylbutanamide

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Bis(dibenzylidineacetone)palladium (2 mg, 0.0035 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (3.3 mg, 0.0084 mmol) were added to dry toluene (10 mL purged with argon) and stirred for 15 minutes under argon. Potassium tert-butoxide (151 mg, 1.35 mmol), 7-fluoro-1,2,3,4-tetrahydroisoquinoline hydrochloride (122 mg, 0.65 mmol) and N-(4-bromo-2-chloro-6-(trifluoromethyl)phenyl)-3,3-dimethylbutanamide (200 mg, 0.54 mmol) were then added, and the reaction mixture was stirred at 90° C. overnight. The reaction mixture was then cooled to room temperature, concentrated, and purified by thin layer chromatography (dichloromethane:methanol 5%) to afford the title compound as a solid.

후처리

  1. stirringthe reaction mixture was stirred at 90° C. overnight
  2. concentrationconcentrated
  3. custompurified by thin layer chromatography (dichloromethane:methanol 5%)

출처 및 근거

ORD 기록
ord-1adb26750d7c414c88a2b03c8222ebd2
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993593B2

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