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 1862227노트

반응식

HRID 1862227 반응식
[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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

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

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-08c01d08b5014726a75735b793a947a2
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06537948B1

반응 노트

불러오는 중…