ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

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
ノート
印刷プレビュー

反応式

HRID 517192 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 116874181-Bromo-4-(chloro(isocyanato)methyl)benzeneHCID 867323105-Oxo-3-(3-(trifluoromethyl)phenylamino)cyclohex-3-enecarboxylic acid2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-de780da103414dbcb0a14908f9f79e0c
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09115093B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート