7-Bromo-1-Chloroisoquinoline → 7-bromo-N-butyl-N-methylisoquinolin-1-amine

HRID 14262

반응식

HRID 14262 반응식
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2Cl)=[CH:4][CH:3]=1>CNCCCC>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[N:8]([CH2:7][CH2:6][CH2:5][CH3:4])[CH3:9])=[CH:4][CH:3]=1

참가 물질

3

반응물 1

HCID 65020247-Bromo-1-Chloroisoquinoline

생성물 1

HCID 210859977-bromo-N-butyl-N-methylisoquinolin-1-amine수율 161.1%

시약·촉매·용매 1

HCID 8068N-Methylbutylamine용매

실험 절차

A solution of 7-bromo-1-chloroisoquinoline (750 mg, 3.09 mmol) in N-methylbutylamine (7.0 mL) was heated at 65° C. in a sealed tube for 18 h. The reaction mixture was concentrated under reduced pressure. The residue was diluted with chloroform and washed with saturated sodium bicarbonate, dried (sodium sulfate), filtered, and concentrated under reduced pressure to yield a brown oil. Purification by flash column chromatography (silica, 3:1 hexanes/diethyl ether) provided 7-bromo-N-butyl-N-methylisoquinolin-1-amine (730 mg): ESI MS m/z 293 [M+H]+.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionThe residue was diluted with chloroform
  3. washwashed with saturated sodium bicarbonate
  4. dry with materialdried (sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customto yield a brown oil
  8. customPurification by flash column chromatography (silica, 3:1 hexanes/diethyl ether)

출처 및 근거

ORD 기록
ord-d676ac49f1b945c79fc6cf197f9470f2
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727997B2

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