Water → 6-Bromo-2-methoxypyridin-3-amine

HRID 70522ノート

反応式

HRID 70522 の反応式
[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][N:4]=1.[Br:10]N1C(=O)CCC1=O.O>CN(C)C=O>[Br:10][C:5]1[N:4]=[C:3]([O:2][CH3:1])[C:8]([NH2:9])=[CH:7][CH:6]=1

参加物

5

反応物 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 27374883-Amino-2-methoxypyridine

生成物 1

HCID 105361376-Bromo-2-methoxypyridin-3-amine収率 80.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

A solution of 2-methoxypyridin-3-amine (39.4 g) in N,N-dimethylformamide (200 mL) was cooled to −30° C., and a solution of N-bromosuccinimide (62.1 g) in N,N-dimethylformamide (100 mL) was added dropwise. After stirring for 30 minutes, the reaction solution was poured into water and extracted with chloroform. The organic layer was sequentially washed with a saturated sodium sulfite solution, water and brine and dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→4:1) to give 6-bromo-2-methoxypyridin-3-amine as a yellow powder (51.9 g, 80%).

後処理

  1. extractionextracted with chloroform
  2. washThe organic layer was sequentially washed with a saturated sodium sulfite solution, water and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationAfter filtration
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→4:1)

出典と根拠

ORDレコード
ord-1f69f2bc68bc4c5eb7d97fee0c8c7ec9
出典データセット
uspto-grants-2014_09
特許番号
US08822503B2

反応ノート

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