홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Benzyl Bromide → 1-Benzyloxy-7-chloro-6-fluoro-isoquinoline

HRID 45182
노트
인쇄 미리보기

반응식

HRID 45182 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][NH:8][C:9]2=[O:12])=[CH:4][C:3]=1[F:13].[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(OCC)(=O)C>C1COCC1.C(=O)([O-])[O-].[Ag+2]>[CH2:14]([O:12][C:9]1[C:10]2[C:5](=[CH:4][C:3]([F:13])=[C:2]([Cl:1])[CH:11]=2)[CH:6]=[CH:7][N:8]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7498Benzyl Bromide2회HCID 8857Ethyl AcetateHCID 598182487-Chloro-6-fluoroisoquinolin-1(2H)-one

생성물 1

HCID 598182521-Benzyloxy-7-chloro-6-fluoro-isoquinoline

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 8028Tetrahydrofuran
용매

실험 절차

7-Chloro-6-fluoro-2H-isoquinolin-1-one (prepared according to WO 2007/012422; 52.2 g) was dissolved in THF (1 L). After addition of silver carbonate (145.5 g) and benzyl bromide (40.6 mL), the mixture was stirred at room temperature overnight. Another 6.2 mL of benzyl bromide were added and the mixture was stirred at 70° C. for 2 h. After cooling down to room temperature, the reaction mixture was diluted by addition of 1 L of ethyl acetate and filtered over celite. The filter cake was washed thoroughly, the organic layer was evaporated and subjected to silica gel chromatography (n-heptanes: methyl tert. butyl ether) to give 27.8 g of the title compound (38). Rt=3.73 min (Method 1). Detected mass: 288.1 (M+H+).

후처리

  1. stirringthe mixture was stirred at 70° C. for 2 h
  2. temperatureAfter cooling down to room temperature
  3. filtrationfiltered over celite
  4. washThe filter cake was washed thoroughly
  5. customthe organic layer was evaporated

출처 및 근거

ORD 기록
ord-db8e1d54094c4a8cb96526c15bfc728f
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08541449B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트