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Acetone Cyanohydrin → 4-[4-(5-Fluoro-6-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]tetrahydro-2H-pyran-4-carbonitrile

HRID 2064176
ノート
印刷プレビュー

反応式

HRID 2064176 の反応式
[F:1][C:2]1[C:17]([CH3:18])=[CH:16][C:5]2[N:6]([CH:10]3[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.O[C:20]([CH3:24])([CH3:23])[C:21]#[N:22].[O:25]1[CH2:30]CC(=O)C[CH2:26]1>CC(N(C)C)=O>[F:1][C:2]1[C:17]([CH3:18])=[CH:16][C:5]2[N:6]([CH:10]3[CH2:11][CH2:12][N:13]([C:20]4([C:21]#[N:22])[CH2:24][CH2:30][O:25][CH2:26][CH2:23]4)[CH2:14][CH2:15]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1
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 3

HCID 6406Acetone CyanohydrinHCID 121599Tetrahydro-4H-pyran-4-oneHCID 598502105-Fluoro-6-methyl-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

生成物 1

HCID 598501654-[4-(5-Fluoro-6-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]tetrahydro-2H-pyran-4-carbonitrile

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒2 回

反応条件

温度
65 °C

実験手順

A mixture of 5-fluoro-6-methyl-1-piperidin-4-yl-1,3-dihydro-2H-benzimidazol-2-one (D30, 0.6 g, 2.4 mmol), 2-hydroxy-2-methylpropanenitrile, (380 mg, 4.8 mmol), tetrahydro-4H-pyran-4-one (480 mg) magnesium sulphate (1.4 g) and N,N-dimethylacetamide (2.4 ml) were stirred at 65° C. under a slow stream of argon. Extra 2 ml DMA was added and stirred for a further 4 hours. The mixture was partitioned between dichloromethane and water. The dichloromethane layer was separated, dried by passing through a 3 g hydromatrix cartridge. The solvent was removed and the title compound was obtained as a off white solid from ether (617 mg). M+ 359.

後処理

  1. stirringstirred for a further 4 hours
  2. customThe mixture was partitioned between dichloromethane and water
  3. customThe dichloromethane layer was separated
  4. customdried
  5. customThe solvent was removed

出典と根拠

ORDレコード
ord-24f91b46f3b543af927b257f78653679
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08288412B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート