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

HRID 1185428ノート

反応式

HRID 1185428 の反応式
[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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2798415fcf58488d94236db9eeabf200
出典データセット
uspto-grants-2014_03
特許番号
US08669266B2

反応ノート

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