Triethylamine → (S)-6-{3-(tert-butoxycarbonylamino)pyrrolidin-1-ylsulfonyl}isoquinoline

HRID 1845953

反応式

HRID 1845953 の反応式
Cl[S:2]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[N:10][CH:9]=[CH:8]2)(=[O:4])=[O:3].Cl.Cl.N[C@@H]1CCN(S(C2C=C3C(=CC=2)C=NC=C3)(=O)=O)C1.[C:36]([O:40][C:41]([NH:43][C@H:44]1[CH2:48][CH2:47][NH:46][CH2:45]1)=[O:42])([CH3:39])([CH3:38])[CH3:37].C(N(CC)CC)C>ClCCl>[C:36]([O:40][C:41]([NH:43][C@H:44]1[CH2:48][CH2:47][N:46]([S:2]([C:5]2[CH:6]=[C:7]3[C:12](=[CH:13][CH:14]=2)[CH:11]=[N:10][CH:9]=[CH:8]3)(=[O:4])=[O:3])[CH2:45]1)=[O:42])([CH3:39])([CH3:37])[CH3:38]

参加物

6

実験手順

A dichloromethane solution (100 mL) of 6-chlorosulfonylisoquinoline (Reference Compound 2) was added with stirring at room temperature to a solution containing 423 mg of (S)-(−)-3-(tert-butoxycarbonylamino)pyrrolidine dissolved in 20 mL of dichloromethane further supplemented with 0.5 mL of triethylamine, and reacted for 6 hour. The reaction solution was washed with saturated saline and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated, and the obtained crude product was purified by silica gel column chromatography (acetone:hexane=1:2) to obtain 560 mg of the compound of interest as a colorless oil (65%).

後処理

  1. customreacted for 6 hour
  2. washThe reaction solution was washed with saturated saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationAfter filtration
  5. concentrationthe filtrate was concentrated
  6. customthe obtained crude product
  7. customwas purified by silica gel column chromatography (acetone:hexane=1:2)

出典と根拠

ORDレコード
ord-de958c0ddf41474598828c5ca6db4c47
出典データセット
uspto-grants-2015_02
特許番号
US08951997B2

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