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

Water → 4-(4-Bromophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-7-carboxylic acid

HRID 517192
노트
인쇄 미리보기

반응식

HRID 517192 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](Cl)[N:9]=[C:10]=[O:11])=[CH:4][CH:3]=1.[O:13]=[C:14]1[CH2:19][CH:18]([C:20]([OH:22])=[O:21])[CH2:17][C:16]([NH:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=2)=[CH:15]1.O.[OH-].[Na+]>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:15]3[C:14](=[O:13])[CH2:19][CH:18]([C:20]([OH:22])=[O:21])[CH2:17][C:16]=3[N:23]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:31])([F:32])[F:33])[CH:25]=3)[C:10](=[O:11])[NH:9]2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 116874181-Bromo-4-(chloro(isocyanato)methyl)benzeneHCID 867323105-Oxo-3-(3-(trifluoromethyl)phenylamino)cyclohex-3-enecarboxylic acid2회

생성물 1

HCID 867323114-(4-Bromophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-7-carboxylic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 1-bromo-4-(chloro(isocyanato)methyl)benzene (1.07 g, 4.34 mmol) in dichloromethane (5 mL) is added to a solution of 5-oxo-3-(3-(trifluoromethyl)phenyl-amino)cyclohex-3-enecarboxylic acid (intermediate 22, 1.30 g, 4.34 mmol) in dichloromethane (15 mL) and the mixture is heated at reflux for 3 h. Water and aqueous sodium hydroxide solution are added and the mixture is washed with diethyl ether. The organic layer is discarded and the aqueous layer is acidified with aqueous hydrogen chloride and extracted twice with diethyl ether. The organic layers are combined, dried over Na2SO4 and concentrated under reduced pressure. Yield: 770 mg; ESI mass spectrum: [(79Br)-M+H]+=509, [(81Br)-M+H]+=511; Retention time HPLC: 1.25 min, 1.35 min (1:1 mixture of diastereomers) (V001—006).

후처리

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 3 h
  3. washthe mixture is washed with diethyl ether
  4. extractionextracted twice with diethyl ether
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. additionRetention time HPLC: 1.25 min, 1.35 min (1:1 mixture of diastereomers) (V001—006)

출처 및 근거

ORD 기록
ord-de780da103414dbcb0a14908f9f79e0c
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115093B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트