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

HRID 9772

반응식

HRID 9772 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-20bfb9c6c3334504a550ae3aff9a8c0e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091247B2

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