Triphenylphosphine → 1-(2,3-Dimethylindazol-5-yl)-4-[[2-(trifluoromethyl)-1,3-thiazol-4-yl]methoxy]pyridin-2-one

HRID 1497402

반응식

HRID 1497402 반응식
[CH3:1][N:2]1[C:10]([CH3:11])=[C:9]2[C:4]([CH:5]=[CH:6][C:7]([N:12]3[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][C:13]3=[O:19])=[CH:8]2)=[N:3]1.[F:20][C:21]([F:30])([F:29])[C:22]1[S:23][CH:24]=[C:25]([CH2:27]O)[N:26]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.C(OCC)(=O)C>[CH3:1][N:2]1[C:10]([CH3:11])=[C:9]2[C:4]([CH:5]=[CH:6][C:7]([N:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:27][C:25]4[N:26]=[C:22]([C:21]([F:30])([F:29])[F:20])[S:23][CH:24]=4)=[CH:14][C:13]3=[O:19])=[CH:8]2)=[N:3]1

참가 물질

6

반응물 3

HCID 11776TriphenylphosphineHCID 20079604[2-(Trifluoromethyl)-1,3-thiazol-4-yl]methanolHCID 1177986701-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one

생성물 1

HCID 1177986801-(2,3-Dimethylindazol-5-yl)-4-[[2-(trifluoromethyl)-1,3-thiazol-4-yl]methoxy]pyridin-2-one수율 12.5%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one (63 mg), [2-(trifluoromethyl)-1,3-thiazol-4-yl]methanol (90 mg) and triphenylphosphine (193 mg) in tetrahydrofuran (6 ml) was added bis(2-methoxyethyl)azodicarboxylate (173 mg) at room temperature, and the mixture was stirred at the same temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (13 mg).

후처리

  1. washwashed with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol)

출처 및 근거

ORD 기록
ord-43c01e42f8374d8cbad137f83be78799
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199963B2

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