Pyridine → Phenyl isoquinolin-1-ylcarbamate

HRID 571992노트

반응식

HRID 571992 반응식
[C:1]1([NH2:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.N1C=CC=CC=1.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20]>C(#N)C.O>[C:1]1([NH:11][C:19](=[O:20])[O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

참가 물질

6

반응물 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 737421-Isoquinolinamine

생성물 1

HCID 86676325Phenyl isoquinolin-1-ylcarbamate수율 52%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

Isoquinolin-1-amine (300 mg, 2.08 mmol) was dissolved in acetonitrile. The reaction mixture was added pyridine (0.02 mL, 2.50 mmol) and phenyl chloroformate (0.27 mL, 2.18 mmol) and stirred at room temperature for 1 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure. The crude was purified by column chromatography to give phenyl isoquinolin-1-ylcarbamate (285 mg, 52%).

후처리

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. customThe crude was purified by column chromatography

출처 및 근거

ORD 기록
ord-33a8d047ecd44e31990e8c3b57afeb97
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029378B2

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