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

Ethanol → 6-Fluoro-3-[4-(4-iodo-3-methoxy-phenyl)-1,2,3-triazol-1-yl]-1,3,4,5-tetrahydro-1-benzazepin-2-one

HRID 2035700
노트
인쇄 미리보기

반응식

HRID 2035700 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([I:9])=[C:5]([O:10][CH3:11])[CH:4]=1)#[CH:2].[N:12]([CH:15]1[CH2:21][CH2:20][C:19]2[C:22]([F:26])=[CH:23][CH:24]=[CH:25][C:18]=2[NH:17][C:16]1=[O:27])=[N+:13]=[N-:14].O=C1O[C@H]([C@H](CO)O)C([O-])=C1O.[Na+].CCO>ClCCl.O.CN(C=O)C>[F:26][C:22]1[C:19]2[CH2:20][CH2:21][CH:15]([N:12]3[CH:2]=[C:1]([C:3]4[CH:8]=[CH:7][C:6]([I:9])=[C:5]([O:10][CH3:11])[CH:4]=4)[N:14]=[N:13]3)[C:16](=[O:27])[NH:17][C:18]=2[CH:25]=[CH:24][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 702EthanolHCID 190256673-Azido-6-fluoro-1,3,4,5-tetrahydro-2H-1-benzazepin-2-oneHCID 23667548Sodium AscorbateHCID 866614654-Ethynyl-1-iodo-2-methoxybenzene

생성물 1

HCID 666838136-Fluoro-3-[4-(4-iodo-3-methoxy-phenyl)-1,2,3-triazol-1-yl]-1,3,4,5-tetrahydro-1-benzazepin-2-one수율 95.1%

시약·촉매·용매 3

HCID 962Water용매
HCID 6228Dimethylformamide용매
HCID 6344Dichloromethane용매

실험 절차

4-Ethynyl-1-iodo-2-methoxy-benzene (22.23 g, 86 mmol), 3-azido-6-fluoro-1,3,4,5-tetrahydro-1-benzazepin-2-one (20.87 g, 95 mmol), and sodium ascorbate (15.69 g, 86 mmol) were added to EtOH (155 mL) and DMF (155 mL). CuSO4.5H2O (10.75 g, 43.1 mmol) was added to 20 mL water and added dropwise to the stirring reaction mixture. The reaction stirred for 17 hrs at room temp. Dichloromethane was added and the organic layer was washed with 2N NaOH, dried with sodium sulfate and concentrated. Purification on silica gel (dichloromethane:methanol, 1-15%). 6-Fluoro-3-[4-(4-iodo-3-methoxy-phenyl)-1,2,3-triazol-1-yl]-1,3,4,5-tetrahydro-1-benzazepin-2-one (39.1 g) was obtained as a colorless solid and carried on the next step.

후처리

  1. additionadded dropwise to the stirring reaction mixture
  2. washthe organic layer was washed with 2N NaOH
  3. dry with materialdried with sodium sulfate
  4. concentrationconcentrated
  5. customPurification on silica gel (dichloromethane:methanol, 1-15%)

출처 및 근거

ORD 기록
ord-9279d1a0e83948498c2cfe39a75431e7
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08575150B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트