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

HRID 1786561

반응식

HRID 1786561 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f49a2e9c3a4b49999eae65a12fbe610b
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07507760B2

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