Potassium Hydroxide → 3-Bromo-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole

HRID 79400

反応式

HRID 79400 の反応式
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[N:7][NH:8]2)([O-:3])=[O:2].[Br:13]N1C(=O)CCC1=O.[OH-].[K+].Cl.Cl[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([CH3:32])[N:27]=1>CN(C=O)C>[Br:13][C:6]1[C:5]2[C:9](=[CH:10][CH:11]=[CH:12][C:4]=2[N+:1]([O-:3])=[O:2])[N:8]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([CH3:32])[N:27]=2)[N:7]=1

参加物

6

反応物 4

HCID 14797Potassium HydroxideHCID 180574-NitroindazoleHCID 67184N-bromobutanimideHCID 765456-Chloromethyl-2-methylpyridinium chloride

生成物 1

HCID 672598643-Bromo-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole収率 80.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4-Nitro-1H-indazole (1.0 g, 6.1 mmol) and N-bromosuccinimide (1.1 g, 6.4 mmol) were mixed with anhydrous DMF (10 mL) in a 20 mL vial. The reaction was stirred at ambient temperature for 5 minutes. KOH (1.1 g, 18.3 mmol) and 2-(chloromethyl)-6-methylpyridine hydrochloride (1.4 g, 7.6 mmol) were added to the vial and the reaction mixture was stirred for 18 hours. The product was precipitated from solution by addition of H2O (10 mL) to the reaction mixture. The solids were collected vacuum filtration, washed with H2O and dried under vacuum to afford 3-bromo-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole (1.7 g).

後処理

  1. stirringwas stirred for 18 hours
  2. customThe product was precipitated from solution by addition of H2O (10 mL) to the reaction mixture
  3. customThe solids were collected
  4. filtrationvacuum filtration
  5. washwashed with H2O
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-dcb6ec09e098432b8505ca359813cc51
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

関連ノート

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