Triethylamine → (S)-1-(2-Bromo-acetyl)-pyrrolidine-2-carboxylic acid cyclopropylamide

HRID 1185428노트

반응식

HRID 1185428 반응식
[Br:1][CH2:2][C:3](Br)=[O:4].Cl.[CH:7]1([NH:10][C:11]([C@@H:13]2[CH2:17][CH2:16][CH2:15][NH:14]2)=[O:12])[CH2:9][CH2:8]1.C(N(CC)CC)C>C(Cl)Cl.CN(C1C=CN=CC=1)C.C(OCC)(=O)C>[CH:7]1([NH:10][C:11]([C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[C:3](=[O:4])[CH2:2][Br:1])=[O:12])[CH2:9][CH2:8]1

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 66855012(S)-N-cyclopropylpyrrolidine-2-carboxamide hydrochloride

생성물 1

HCID 68600753(S)-1-(2-Bromo-acetyl)-pyrrolidine-2-carboxylic acid cyclopropylamide

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 1.2 g of bromo-acetyl bromide in 30 ml of DCM a solution of 1 g of (S)-Pyrrolidine-2-carboxylic acid cyclopropylamide hydrochloride, 0.6 g of triethylamine and 7 mg of DMAP in 10 ml of DCM was added drop-wise at 0° C. After 1 h the reaction mixture was diluted with ethyl acetate and the solids were filtered off. The organic phase was evaporated under reduced pressure and the residue was filtered over silica gel eluting with ethyl acetate/heptane (8/2). After evaporation of the solvent the obtained product was pure enough for the subsequent reaction step. Yield: 1.3 g.

후처리

  1. filtrationthe solids were filtered off
  2. customThe organic phase was evaporated under reduced pressure
  3. filtrationthe residue was filtered over silica gel eluting with ethyl acetate/heptane (8/2)
  4. customAfter evaporation of the solvent the obtained product
  5. customwas pure enough for the subsequent reaction step

출처 및 근거

ORD 기록
ord-2798415fcf58488d94236db9eeabf200
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669266B2

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