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

Hydrochloric Acid → 4-{4-[7-(4-Cyano-3-trifluoromethylphenyl)-8-oxo-6-thioxo-5,7-diazaspiro[3.4]oct-5-yl]-phenyl}-butyric acid methyl ester

HRID 1192860
ノート
印刷プレビュー

反応式

HRID 1192860 の反応式
[N:1]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([C:12]([F:15])([F:14])[F:13])[CH:5]=1)=[C:2]=[S:3].[C:16]([C:18]1([NH:22][C:23]2[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH2:31][C:32]([OH:34])=O)=[CH:25][CH:24]=2)[CH2:21][CH2:20][CH2:19]1)#N.[CH3:35][OH:36].Cl.CN(C=[O:42])C>O>[CH3:35][O:36][C:32](=[O:34])[CH2:31][CH2:30][CH2:29][C:26]1[CH:27]=[CH:28][C:23]([N:22]2[C:2](=[S:3])[N:1]([C:4]3[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([C:12]([F:13])([F:15])[F:14])[CH:5]=3)[C:16](=[O:42])[C:18]32[CH2:21][CH2:20][CH2:19]3)=[CH:24][CH:25]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6228DimethylformamideHCID 116155404-Isothiocyanato-2-(trifluoromethyl)benzonitrileHCID 667220494-(4-(1-Cyanocyclobutylamino)phenyl)butanoic acid

生成物 1

HCID 866300064-{4-[7-(4-Cyano-3-trifluoromethylphenyl)-8-oxo-6-thioxo-5,7-diazaspiro[3.4]oct-5-yl]-phenyl}-butyric acid methyl ester
収率 79%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4-isothiocyanato-2-trifluoromethylbenzonitrile (96) (0.547 g, 2.4 mmol) and 4-[4-(1-Cyanocyclobutylamino)-phenyl]-butyric acid (91) (0.342 g, 1.5 mmol) in dry DMF (2 ml) was stirred at room temperature for 15 hours. To this mixture were added methanol (10 ml) and HCl aq. (5 ml, 2M). The second mixture was refluxed for 3 h. After being cooled to room temperature, the reaction mixture was poured into cold water (10 ml) and extracted with ethyl acetate (3×30 ml). The organic layer was dried over MgSO4, concentrated and chromatographed (dichloromethane) to yield 4-{4-[7-(4-cyano-3-trifluoromethylphenyl)-8-oxo-6-thioxo-5,7-diazaspiro[3.4]oct-5-yl]-phenyl}-butyric acid methyl ester (90) [ND-4] (0.594 g, 1.18 mmol, 79%) as a white powder.

後処理

  1. temperatureThe second mixture was refluxed for 3 h
  2. temperatureAfter being cooled to room temperature
  3. extractionextracted with ethyl acetate (3×30 ml)
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated
  6. customchromatographed (dichloromethane)

出典と根拠

ORDレコード
ord-fcbc5e5d13e74ce9a4f125c431201229
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08680291B2

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