Acetonitrile → (R)-2-[(1-Benzyl-pyrrolidin-3-yl)methyl-amino]-N,N-diphenyl-acetamide

HRID 1786546ノート

反応式

HRID 1786546 の反応式
[C:1]([N:9]1[CH2:13][CH2:12][C@@H:11](NC)[CH2:10]1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:17][C:18]([N:20]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19].C([O-])(O)=O.[Na+].C[C:39]#[N:40]>>[CH2:1]([N:9]1[CH2:13][CH2:12][C@H:11]([CH2:39][NH:40][CH2:17][C:18]([N:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:19])[CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 4

HCID 6342AcetonitrileHCID 2320412-Bromo-n,n-diphenylacetamideHCID 516892Sodium BicarbonateHCID 70216545(R)-(1-benzoyl-pyrrolidin-3-yl)-methyl-amine

生成物 1

HCID 69053726(R)-2-[(1-Benzyl-pyrrolidin-3-yl)methyl-amino]-N,N-diphenyl-acetamide

実験手順

To a solution of (R)-(1-benzoyl-pyrrolidin-3-yl)-methyl-amine(0.32 g, 1.68 mmol) in dry CH3CN (10 ml) was added 2-bromo-N,N-diphenyl acetamide(0.49 g, 1.68 mmol) and NaHCO3 (0.28 g, 3.36 mmol) under nitrogen. The reaction mixture was refluxed overnight. After cooling, the solvent was evaporated. The residue was taken up with water (5 ml) and extracted with CHCl3 (3×25 ml). The organic was dried over MgSO4 and evaporated to dryness. The resulting residue was purified by column chromatography using CH2Cl2:CH3OH (15:1) to give 680 mg of desired product.

後処理

  1. temperatureThe reaction mixture was refluxed overnight
  2. temperatureAfter cooling
  3. customthe solvent was evaporated
  4. extractionextracted with CHCl3 (3×25 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-b9d361fa95a640f9a04b086442faf109
出典データセット
uspto-grants-2009_03
特許番号
US07507760B2

反応ノート

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