{3-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypyridin-2-yl}methanol → 3-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypicolinaldehyde

HRID 1710859ノート

反応式

HRID 1710859 の反応式
[CH:1]1([CH2:6][N:7]([CH2:18][CH3:19])[C:8]2[C:9]([CH2:16][OH:17])=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:1]1([CH2:6][N:7]([CH2:18][CH3:19])[C:8]2[C:9]([CH:16]=[O:17])=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

4

反応物 1

HCID 67243028{3-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypyridin-2-yl}methanol

生成物 1

HCID 866284303-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypicolinaldehyde収率 85%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒2 回HCID 6212Chloroform溶媒2 回

反応条件

温度
55 °C

実験手順

A solution of {3-[(cyclopentylmethyl)(ethyl)amino]-6-methoxypyridin-2-yl}methanol (2.0 g, 7.57 mmol) in chloroform (200 mL) was added with manganese dioxide (20 g, 230 mmol), and the mixture was stirred at 55° C. for 16 hours. The reaction mixture was filtered through Celite, and the filtrate was washed with chloroform, and then concentrated under reduced pressure. The resulting residue was added with chloroform (200 mL) and manganese dioxide (20 g, 230 mmol), and the mixture was stirred at 55° C. for 6 hours. The reaction mixture was filtered through Celite, and the filtrate was washed with chloroform, and then concentrated under reduced pressure to obtain 3-[(cyclopentylmethyl)(ethyl)amino]-6-methoxypicolinaldehyde (1.68 g, 85%) as pale yellow oil.

後処理

  1. filtrationThe reaction mixture was filtered through Celite
  2. washthe filtrate was washed with chloroform
  3. concentrationconcentrated under reduced pressure
  4. stirringthe mixture was stirred at 55° C. for 6 hours
  5. filtrationThe reaction mixture was filtered through Celite
  6. washthe filtrate was washed with chloroform
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-3d96e7ef473648c4a353a7d1af2987e2
出典データセット
uspto-grants-2010_09
特許番号
US07790737B2

反応ノート

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