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

HRID 1353677ノート

反応式

HRID 1353677 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a flask containing 4-fluoro-3-{(4-fluorophenyl)carbonyl}benzenecarbonitrile (4.2 g, 0.017 mmol) was added hydrazine monohydrate (15 mL) 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]+

後処理

  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

出典と根拠

ORDレコード
ord-72453d45f2d1491bbe359a37205adb9b
出典データセット
uspto-grants-2007_05
特許番号
US07220771B2

反応ノート

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