Water → HCID 178459308、化合物

HRID 1620543ノート

反応式

HRID 1620543 の反応式
Cl.Cl.[NH:3]1[CH2:8][CH2:7][CH:6](/[CH:9]=[C:10]2/[C:11]([NH:16][CH2:17][C:18]#[CH:19])=[N:12][C:13](=[O:15])[S:14]/2)[CH2:5][CH2:4]1.[C:20](=O)([O-])[O-].[K+].[K+].Br[CH2:27][C:28]1[CH:35]=[CH:34][C:31]([C:32]#[N:33])=[CH:30][C:29]=1[C:36]([F:39])([F:38])[F:37].[OH2:40]>CN(C=O)C>[OH:40][C:18]([CH3:20])([CH3:19])[CH2:17][NH:16][C:11]1=[N:12][C:13](=[O:15])[S:14]/[C:10]/1=[CH:9]\[CH:6]1[CH2:7][CH2:8][N:3]([CH2:27][C:28]2[CH:35]=[CH:34][C:31]([C:32]#[N:33])=[CH:30][C:29]=2[C:36]([F:39])([F:38])[F:37])[CH2:4][CH2:5]1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 588271604-(Bromomethyl)-3-(trifluoromethyl)benzonitrileHCID 178456897HCID 178456897、化合物

生成物 1

HCID 178459308HCID 178459308、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of (5Z)-5-(piperidin-4-ylmethylidene)-4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one dihydrochloride (200 mg) in DMF (2 mL) was added a solution of potassium carbonate (312 mg) and 4-(bromomethyl)-3-(trifluoromethyl)benzonitrile (148 mg) in DMF (1 mL). The reaction mixture was stirred at room temperature overnight, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and recrystallized from ethyl acetate/heptane to give the title compound (133 mg).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)
  6. customrecrystallized from ethyl acetate/heptane

出典と根拠

ORDレコード
ord-d746d0cd42254b2c83d5d3a0818de718
出典データセット
uspto-grants-2014_07
特許番号
US08772277B2

反応ノート

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