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Water → 2-Chloro-4-[4-(2-morpholin-4-yl-ethoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile

HRID 2263424
ノート
印刷プレビュー

反応式

HRID 2263424 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][C:30]=1[C:31]#[N:32])[O:5][CH2:6][C:7]1[S:11][C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)=[N:9][C:8]=1[CH2:22][O:23]S(C)(=O)=O.[H-].[Na+].O.O[CH2:37][CH2:38][N:39]1[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1>>[Cl:1][C:2]1[CH:3]=[C:4]([O:5][CH2:6][C:7]2[S:11][C:10]([C:12]3[CH:13]=[CH:14][C:15]([C:18]([F:20])([F:21])[F:19])=[CH:16][CH:17]=3)=[N:9][C:8]=2[CH2:22][O:23][CH2:37][CH2:38][N:39]2[CH2:44][CH2:43][O:42][CH2:41][CH2:40]2)[CH:28]=[CH:29][C:30]=1[C:31]#[N:32]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 611632-MorpholinoethanolHCID 59296164Methanesulfonic acid 5-(3-chloro-4-cyano-phenoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-4-ylmethyl ester

生成物 1

HCID 595948242-Chloro-4-[4-(2-morpholin-4-yl-ethoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile

反応条件

温度
50 °C

実験手順

120 mg Methanesulfonic acid 5-(3-chloro-4-cyano-phenoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-4-ylmethyl ester was dissolved in 5 ml N-(2-hydroxyethyl)morpholine. 10 mg sodium hydride were added and the reaction mixture stirred at 50° C. for one hour. 10 ml water was added and the reaction mixture extracted 50 ml ethyl acetate. The organic layer was separated and washed twice with 20 ml brine. The organic layer was dried over MgSO4 and the solvent was then removed in vacuo. The residue was purified by RP-HPLC to obtain 40 mg 2-chloro-4-[4-(2-morpholin-4-yl-ethoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile as its trifluoro-acetate salt.

後処理

  1. extractionthe reaction mixture extracted 50 ml ethyl acetate
  2. customThe organic layer was separated
  3. washwashed twice with 20 ml brine
  4. dry with materialThe organic layer was dried over MgSO4
  5. customthe solvent was then removed in vacuo
  6. customThe residue was purified by RP-HPLC

出典と根拠

ORDレコード
ord-5812b0b1fc5c42a991e3192c893027d6
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07851493B2

反応ノート

読み込み中…

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