Hydrazine → 3-(4-Fluorophenyl)-1H-indazole-5-carbonitrile

HRID 2183114노트

반응식

HRID 2183114 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]#[N:9])=[CH:4][C:3]=1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)=O.O.[NH2:20][NH2:21].NN>O>[F:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:3]3[C:2](=[CH:7][CH:6]=[C:5]([C:8]#[N:9])[CH:4]=3)[NH:21][N:20]=2)=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 9321HydrazineHCID 24654Hydrazine hydrate (1:1)HCID 224801564-Fluoro-3-(4-fluorobenzoyl)benzonitrile

생성물 1

HCID 222606703-(4-Fluorophenyl)-1H-indazole-5-carbonitrile

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a flask containing 4-fluoro-3-{(4-fluorophenyl)carbonyl}benzenecarbonitrile (4.2 g, 0.017 mmol) was added hydrazine monohydrate (15mL) and anhydrous hydrazine (10 mL). In an addition flask the procedure was repeated. Both flasks were allowed to stir overnight exposed to the atmosphere. LCMS confirmed the reactions were complete. To the flasks were added an excess amount of water. The reactions were allowed to stir for two hours. The product of the reactions was collected via a fritted funnel by filtration and combined to yield the title compound. The product was allowed to dry under vacuum and taken on crude into the next step of the synthesis. 1H NMR (DMSO-d6) 8.7 (s, 1H), 8.1 (m, 2H), 7.7-7.8 (m, 2H), 7.3-7.4 (t, 2H), ES-MS m/z 238 [M+1]+.

후처리

  1. customIn an addition flask the procedure was repeated
  2. customBoth flasks were allowed
  3. stirringto stir for two hours
  4. filtrationThe product of the reactions was collected via a fritted funnel by filtration

출처 및 근거

ORD 기록
ord-99c46e197b7240ce99c1cbc91428fd6c
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06897231B2

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