N-[4-chloro-2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}phenyl]acetamide → 4-Chloro-2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}aniline

HRID 1862227ノート

反応式

HRID 1862227 の反応式
[Cl:1][C:2]1[C:7]([O:8][C:9]2[C:10]([O:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[N:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][C:5]([NH:21]C(=O)C)=[C:4]([F:25])[CH:3]=1>CO.B(F)(F)F>[Cl:1][C:2]1[C:7]([O:8][C:9]2[C:10]([O:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[N:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][C:5]([NH2:21])=[C:4]([F:25])[CH:3]=1

参加物

3

反応物 1

HCID 21933517N-[4-chloro-2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}phenyl]acetamide

生成物 1

HCID 219335774-Chloro-2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}aniline収率 94.4%

試薬・触媒・溶媒 1

HCID 11062313Boron, trifluoro(methanol)-, (T-4)-溶媒

反応条件

温度
65 °C

実験手順

A mixture of 20 ml of boron trifluoride methanol complex methanol solution and 1.04 g of N-[4-chloro-2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}phenyl]acetamide was stirred for 3 hours at temperature from 60 to 70° C. Thereafter, the reaction solution was concentrated, the residue was diluted with saturated aqueous sodium bicarbonate solution, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over magnesium sulfate, and concentrated, and the resulted residue was purified by column chromatography concentrated to obtain 0.87 g of 4-chloro-2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}aniline.

後処理

  1. concentrationThereafter, the reaction solution was concentrated
  2. additionthe residue was diluted with saturated aqueous sodium bicarbonate solution
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated saline
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customthe resulted residue was purified by column chromatography
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-08c01d08b5014726a75735b793a947a2
出典データセット
uspto-grants-2003_03
特許番号
US06537948B1

反応ノート

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