Sodium hydride → 2-(1-Benzhydryl-2-oxo-pyrrolodin-3-yl-amino)-N,N-diphenyl acetamide

HRID 1786561

反応式

HRID 1786561 の反応式
[NH2:1][CH:2]1[CH2:6][CH2:5][N:4]([CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:3]1=[O:20].Br[CH2:22][C:23]([N:25]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:24].[H-].[Na+]>CN(C=O)C>[CH:7]([N:4]1[CH2:5][CH2:6][CH:2]([NH:1][CH2:22][C:23]([N:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:24])[C:3]1=[O:20])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 2320412-Bromo-n,n-diphenylacetamideHCID 575975623-Amino-1-benzhydryl-pyrrolidin-2-one

生成物 1

HCID 575975682-(1-Benzhydryl-2-oxo-pyrrolodin-3-yl-amino)-N,N-diphenyl acetamide収率 73%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-amino-1-benzhydryl-pyrrolidin-2-one (42) (0.2 g, 0.75 mmol in dry DMF (15 ml) was added 2-bromo-N,N-diphenyl acetamide (0.24 g, 0.82 mmol) and NaH (50 mg) under nitrogen. The reaction mixture was heated at 100 degrees overnight. After cooling, the solvent was evaporated and residue was taken up with ethyl acetate (50 ml) and washed with water (2×10 ml). The organic was dried over MgSO4 and evaporated to dryness. The resulting residue was purified by column chromatography using hexane:ethyl acetate (2:1) to give desired product in 73% yield.

後処理

  1. temperatureThe reaction mixture was heated at 100 degrees overnight
  2. temperatureAfter cooling
  3. customthe solvent was evaporated
  4. washwashed with water (2×10 ml)
  5. dry with materialThe organic was dried over MgSO4
  6. customevaporated to dryness
  7. customThe resulting residue was purified by column chromatography

出典と根拠

ORDレコード
ord-f49a2e9c3a4b49999eae65a12fbe610b
出典データセット
uspto-grants-2009_03
特許番号
US07507760B2

関連ノート

読み込み中…