Tetrahydrofuran → 6-Amino-2-fluoro-3-{[6-(methylsulfonyl)pyridin-3-yl]oxy}phenol

HRID 1188956노트

반응식

HRID 1188956 반응식
C([O:8][C:9]1[C:15]([F:16])=[C:14]([O:17][C:18]2[CH:19]=[N:20][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:22][CH:23]=2)[CH:13]=[CH:12][C:10]=1[NH2:11])C1C=CC=CC=1.O1CCCC1>[Pd].CO>[NH2:11][C:10]1[C:9]([OH:8])=[C:15]([F:16])[C:14]([O:17][C:18]2[CH:19]=[N:20][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:22][CH:23]=2)=[CH:13][CH:12]=1

참가 물질

5

반응물 2

HCID 8028TetrahydrofuranHCID 582369482-(Benzyloxy)-3-fluoro-4-{[6-(methylsulfonyl)pyridin-3-yl]oxy}aniline

생성물 1

HCID 582370436-Amino-2-fluoro-3-{[6-(methylsulfonyl)pyridin-3-yl]oxy}phenol수율 100%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 2-(benzyloxy)-3-fluoro-4-{[6-(methylsulfonyl)pyridin-3-yl]oxy}aniline (5.5 g), 10% palladium on carbon (containing 50% water, 1.6 g), tetrahydrofuran (100 mL) and methanol (80 mL) was hydrogenated at room temperature for 20 h under balloon pressure. The catalyst was removed by filtration and washed with tetrahydrofuran-methanol. The combined filtrate and washings were concentrated in vacuo and the residue was dissolved in ethyl acetate. The solution was concentrated in vacuo to give the title compound (4.2 g, 100%) as a light brown amorphous solid. MS 299 (MH+).

후처리

  1. customThe catalyst was removed by filtration
  2. washwashed with tetrahydrofuran-methanol
  3. concentrationThe combined filtrate and washings were concentrated in vacuo
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. concentrationThe solution was concentrated in vacuo

출처 및 근거

ORD 기록
ord-342d7aefd57e4d54ac00732475a3843a
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673942B2

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