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

HRID 79400

반응식

HRID 79400 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-dcb6ec09e098432b8505ca359813cc51
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841455B2

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