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

HRID 14262

反応式

HRID 14262 の反応式
[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

参加物

3

反応物 1

HCID 65020247-Bromo-1-Chloroisoquinoline

生成物 1

HCID 210859977-bromo-N-butyl-N-methylisoquinolin-1-amine収率 161.1%

試薬・触媒・溶媒 1

HCID 8068N-Methylbutylamine溶媒

実験手順

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]+.

後処理

  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)

出典と根拠

ORDレコード
ord-d676ac49f1b945c79fc6cf197f9470f2
出典データセット
uspto-grants-2010_06
特許番号
US07727997B2

関連ノート

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