tert-Butyl piperazine-1-carboxylate → 6-(4-Tert-butoxycarbonylpiperazin-1-ylsulfonyl)isoquinoline

HRID 1845951ノート

反応式

HRID 1845951 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[S:15]([C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[CH:24]=[N:23][CH:22]=[CH:21]2)(=[O:17])=[O:16].NC1C=C2C(=CC=1)C=NC=C2.Cl.Cl.N1(S(C2C=C3C(=CC=2)C=NC=C3)(=O)=O)CCNCC1>ClCCl.C(N(CC)CC)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([S:15]([C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[CH:24]=[N:23][CH:22]=[CH:21]3)(=[O:16])=[O:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

7

反応物 4

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 5889916-AminoisoquinolineHCID 55280287Isoquinoline-6-sulfonyl chloride2 回HCID 667271316-(Piperazin-1-ylsulfonyl)isoquinoline dihydrochloride

生成物 1

HCID 667272096-(4-Tert-butoxycarbonylpiperazin-1-ylsulfonyl)isoquinoline

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

0.5 mL of triethylamine and 0.5 g of tert-butoxycarbonylpiperazine were added with stirring at room temperature to a dichloromethane solution (100 mL) of 6-chlorosulfonylisoquinoline (Reference Compound 2) synthesized according to Reference Example 2 from 500 mg of 6-aminoisoquinoline (Reference Compound 1), and reacted for 6 hours. After the completion of reaction, the reaction solution was washed with saturated saline and dried over anhydrous sodium sulfate. After concentration, the obtained crude product was purified by silica gel column chromatography (ethyl acetate:hexane=1:1) to obtain 150 mg of the compound of interest as a white crystal (23%).

後処理

  1. customsynthesized
  2. customreacted for 6 hours
  3. customAfter the completion of reaction
  4. washthe reaction solution was washed with saturated saline
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationAfter concentration
  7. customthe obtained crude product
  8. customwas purified by silica gel column chromatography (ethyl acetate:hexane=1:1)

出典と根拠

ORDレコード
ord-8a2892f9f65e4e048d3b0bd54c64f953
出典データセット
uspto-grants-2015_02
特許番号
US08951997B2

反応ノート

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