1-Pyrrolidineethanamine → 3-bromo-N-[2-(pyrrolidin-1-yl)ethyl]benzamide

HRID 9772

反応式

HRID 9772 の反応式
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1.P(C#N)(OCC)(OCC)=O.C(N(CC)CC)C.[Br:26][C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][CH:35]=1)[C:30](O)=[O:31]>CN(C)C=O.O>[Br:26][C:27]1[CH:28]=[C:29]([C:30]([NH:1][CH2:2][CH2:3][N:4]2[CH2:8][CH2:7][CH2:6][CH2:5]2)=[O:31])[CH:33]=[CH:34][CH:35]=1

参加物

7

反応物 4

HCID 13441-PyrrolidineethanamineHCID 8471TriethylamineHCID 114563-Bromobenzoic acidHCID 76257Diethyl cyanophosphonate

生成物 1

HCID 8486853-bromo-N-[2-(pyrrolidin-1-yl)ethyl]benzamide収率 85.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

1-(2-Aminoethyl)pyrrolidine (4.34 g), diethyl cyanophosphate (5.57 ml) and triethylamine (10.4 ml) were added to a solution of 3-bromobenzoic acid (5.00 g) in N,N-dimethylformamide (DMF; 60 ml), and the mixture was stirred at room temperature for 16 hours. The reaction mixture was diluted with water and then extracted with diethyl ether. The extract was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residues were crystallized from hexane to give the title compound (6.31 g).

後処理

  1. extractionextracted with diethyl ether
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residues were crystallized from hexane

出典と根拠

ORDレコード
ord-20bfb9c6c3334504a550ae3aff9a8c0e
出典データセット
uspto-grants-2006_08
特許番号
US07091247B2

関連ノート

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