Stannous Chloride → 1-(3-Difluoromethoxy-phenyl)-3-[2-(3-fluoro-phenyl)-2H-pyrazol-3-yl]-1H-pyridazin-4-one

HRID 1924575노트

반응식

HRID 1924575 반응식
[F:1][CH:2]([F:24])[O:3][C:4]1[CH:5]=[C:6]([N:10]2[CH:15]=[CH:14][C:13](=[O:16])[C:12]([C:17](=O)/[CH:18]=[CH:19]/[N:20](C)C)=[N:11]2)[CH:7]=[CH:8][CH:9]=1.[F:25][C:26]1[CH:27]=[C:28]([NH:32]N)[CH:29]=[CH:30][CH:31]=1.N([O-])=O.[Na+].[Sn](Cl)Cl>>[F:1][CH:2]([F:24])[O:3][C:4]1[CH:5]=[C:6]([N:10]2[CH:15]=[CH:14][C:13](=[O:16])[C:12]([C:17]3[N:32]([C:28]4[CH:29]=[CH:30][CH:31]=[C:26]([F:25])[CH:27]=4)[N:20]=[CH:19][CH:18]=3)=[N:11]2)[CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 4

HCID 24479Stannous ChlorideHCID 581026(3-Fluorophenyl)hydrazineHCID 23668193Sodium NitriteHCID 593700141-(3-Difluoromethoxy-phenyl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one

생성물 1

HCID 593701301-(3-Difluoromethoxy-phenyl)-3-[2-(3-fluoro-phenyl)-2H-pyrazol-3-yl]-1H-pyridazin-4-one수율 37%

실험 절차

The product was obtained starting from 1-(3-Difluoromethoxy-phenyl)-3-((E)-3-dimethylamino-acryloyl)-1H-pyridazin-4-one (A-10) and (3-fluoro-phenyl)-hydrazine (prepared from the corresponding amino derivative using sodium nitrite and tin(II) chloride as described in J. Med. Chem. 2003, 46, 4676-4686) according to the method described for Example 91 in 37% yield. MS: M=399.1 (M+H)+

후처리

  1. customThe product was obtained

출처 및 근거

ORD 기록
ord-3e17d2b54eee43508752eb02d529273e
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178538B2

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