(6-Chloro-4-(methylamino)pyridin-3-yl)methanol → 6-Chloro-4-(methylamino)nicotinaldehyde

HRID 599287

反応式

HRID 599287 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][OH:9])=[C:4]([NH:10][CH3:11])[CH:3]=1>C(Cl)Cl.O=[Mn]=O>[Cl:1][C:2]1[CH:3]=[C:4]([NH:10][CH3:11])[C:5]([CH:8]=[O:9])=[CH:6][N:7]=1

参加物

4

反応物 1

HCID 51000240(6-Chloro-4-(methylamino)pyridin-3-yl)methanol

生成物 1

HCID 234345716-Chloro-4-(methylamino)nicotinaldehyde収率 87.8%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 6344Dichloromethane溶媒

反応条件

温度
30 °C

実験手順

A mixture of (6-chloro-4-(methylamino)pyridin-3-yl)methanol (2.9 g, 16.7 mmol) and MnO2 (11.7 g, 133.6 mmol) in anhydrous DCM (25 mL) was stirred at 30° C. for 6 h. The reaction mixture was cooled to RT, filtered and concentrated in vacuo to give 6-chloro-4-(methylamino)nicotinaldehyde (2.5 g, 87% yield). 1H NMR (400 MHz, DMSO-d6): δ 9.83 (s, 1H), 8.52 (br s, 1 H), 8.40 (s, 1 H), 6.75 (s, 1 H), 2.87 (d, J=5.8 Hz, 3 H); MS (ESI) m/z: 171.0 [M+H]+.

後処理

  1. temperatureThe reaction mixture was cooled to RT
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-7cd0aa942d55465f912538914b926d77
出典データセット
uspto-grants-2011_03
特許番号
US07897762B2

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