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

HRID 1845951노트

반응식

HRID 1845951 반응식
[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]

참가 물질

7

반응물 4

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 5889916-AminoisoquinolineHCID 55280287Isoquinoline-6-sulfonyl chloride2회HCID 667271316-(Piperazin-1-ylsulfonyl)isoquinoline dihydrochloride

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-8a2892f9f65e4e048d3b0bd54c64f953
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08951997B2

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