Trifluoroacetic acid → 1-[2-fluoro-4-(1H-pyrazol-1-yl)phenyl]-5-methoxy-3-[1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl]pyridazin-4(1H)-one

HRID 1528047노트

반응식

HRID 1528047 반응식
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[C:12](=[O:13])[C:11]([O:14][CH3:15])=[CH:10][N:9]([C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH:26]=[CH:25][CH:24]=[N:23]3)=[CH:18][C:17]=2[F:27])[N:8]=1)=O.[F:29][C:30]([F:35])([F:34])[CH2:31][NH:32][NH2:33].C(O)(C(F)(F)F)=O>C(O)C>[F:27][C:17]1[CH:18]=[C:19]([N:22]2[CH:26]=[CH:25][CH:24]=[N:23]2)[CH:20]=[CH:21][C:16]=1[N:9]1[CH:10]=[C:11]([O:14][CH3:15])[C:12](=[O:13])[C:7]([C:5]2[N:32]([CH2:31][C:30]([F:35])([F:34])[F:29])[N:33]=[CH:3][CH:4]=2)=[N:8]1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 787402,2,2-TrifluoroethylhydrazineHCID 712721203-[3-(dimethylamino)prop-2-enoyl]-1-[2-fluoro-4-(1H-pyrazol-1-yl)phenyl]-5-methoxypyridazin-4(1H)-one

생성물 1

HCID 680146991-[2-fluoro-4-(1H-pyrazol-1-yl)phenyl]-5-methoxy-3-[1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl]pyridazin-4(1H)-one

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a suspension of 3-[3-(dimethylamino)prop-2-enoyl]-5-methoxy-1-[2-fluoro-4-(1H-pyrazol-1-yl)phenyl]pyridazin-4(1H)-one (200 mg) in ethanol (2.0 mL) was added dropwise a solution of 2,2,2-trifluoroethylhydrazine (0.0483 mL) and TFA (0.2 mL) in ethanol (2.0 mL), and the mixture was stirred at room temperature for 48 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (170 mg).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-328bf34156b14349806097335ac37e5c
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090586B2

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