1,2-Dichloroethane → N-(1-Benzhydryl-pyrrolidin-3-ylmethyl)-2-diphenylamino-acetamide

HRID 1295868

反応式

HRID 1295868 の反応式
[CH:1]([N:14]1[CH2:18][CH2:17][CH:16]([CH2:19][NH2:20])[CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]1([N:27]([CH2:34][C:35](O)=[O:36])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(Cl)CCl>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH:1]([N:14]1[CH2:18][CH2:17][CH:16]([CH2:19][NH:20][C:35](=[O:36])[CH2:34][N:27]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 111,2-DichloroethaneHCID 735138(Diphenylamino)acetic acidHCID 43344287C-(1-Benzhydryl-pyrrolidin-3-yl)-methylamine

生成物 1

HCID 11155762N-(1-Benzhydryl-pyrrolidin-3-ylmethyl)-2-diphenylamino-acetamide収率 75%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of C-(1-benzhydryl-pyrrolidin-3-yl)-methylamine (0.26 g, 0.97 mmol) in dry CH2Cl2 (20 ml) was added diphenylaminoacetic acid (0.22 g, 0.97 mmol) under nitrogen. To the reaction was added EDC (0.37 g, 1.95 mmol) and DMAP (cat) and the reaction mixture stirred under nitrogen at room temperature overnight. The reaction was then concentrated under reduced pressure. The residue dissolved in ethyl acetate: water (10:1) (100 ml). The organic was washed with water (25 ml, 2×) and 10% NaOH (25 ml) and dried over MgSO4 and evaporated to dryness. The resulting residue was purified by column chromatography using hexane:ethyl acetate (3:1) to give the desired product in 75% yield.

後処理

  1. concentrationThe reaction was then concentrated under reduced pressure
  2. dissolutionThe residue dissolved in ethyl acetate: water (10:1) (100 ml)
  3. washThe organic was washed with water (25 ml, 2×) and 10% NaOH (25 ml)
  4. dry with materialdried over MgSO4
  5. customevaporated to dryness
  6. customThe resulting residue was purified by column chromatography

出典と根拠

ORDレコード
ord-64828c37bae64d61bfe57c0cb0b281bb
出典データセット
uspto-grants-2007_07
特許番号
US07244758B2

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