Sodium Acetate → Methyl 5-acetoxy-1-cyclopropylisoquinoline-7-carboxylate

HRID 545208ノート

反応式

HRID 545208 の反応式
[CH3:1][O:2][C:3](=[O:19])[C:4](=[CH:9][C:10]1[C:11]([CH:16]2[CH2:18][CH2:17]2)=[N:12][CH:13]=[CH:14][CH:15]=1)[CH2:5][C:6]([OH:8])=O.[C:20]([O-])(=[O:22])[CH3:21].[Na+]>CC(O)=O>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[C:10]2[C:15]([CH:14]=[CH:13][N:12]=[C:11]2[CH:16]2[CH2:18][CH2:17]2)=[C:6]([O:8][C:20](=[O:22])[CH3:21])[CH:5]=1)=[O:19]

参加物

4

反応物 2

HCID 517045Sodium AcetateHCID 671703862-[1-(2-Cyclopropyl-pyridin-3-yl)-methylidene]-succinic acid 1-methyl ester

生成物 1

HCID 57440908Methyl 5-acetoxy-1-cyclopropylisoquinoline-7-carboxylate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
155 °C

実験手順

2-[1-(2-Cyclopropyl-pyridin-3-yl)-methylidene]-succinic acid 1-methyl ester (18.9 g, 72.4 mmol), sodium acetate (5.94 g, 72.4 mmol) was suspended in AcOH (150 ml) and heated at 155° C. for 6 h. After cooling to room temperature, the mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc=10/0 to 6/4) to obtain the intended compound as a pale yellow solid.

後処理

  1. temperatureAfter cooling to room temperature
  2. concentrationthe mixture was concentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography (hexane/EtOAc=10/0 to 6/4)

出典と根拠

ORDレコード
ord-023ecbd4f755405e8eaf1c417746a67f
出典データセット
uspto-grants-2011_05
特許番号
US07935712B2

反応ノート

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