Potassium Carbonate → 3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole

HRID 706726노트

반응식

HRID 706726 반응식
[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:11]([O-:13])=[O:12])[NH:4][N:3]=1.Cl.Cl[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]([CH3:25])[CH3:24])[N:18]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:11]([O-:13])=[O:12])[N:4]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]([CH3:25])[CH3:24])[N:18]=2)[N:3]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 679741532-(Chloromethyl)-6-isopropylpyridine hydrochlorideHCID 178526560HCID 178526560, 화합물

생성물 1

HCID 679758823-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole수율 67%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 3-bromo-4-nitro-1H-indazole (4.91 g, 20.3 mmol) in DMF (50 mL) was added 2-(chloromethyl)-6-isopropylpyridine hydrochloride (4.18 g, 20.3 mmol) and K2CO3 (8.41 g, 60.8 mmol). The reaction mixture was stirred for 18 hours. Solvent was removed under reduced pressure. The residue was diluted with EtOAc (100 mL). The resulting suspension was washed with water and brine. The combined organic extracts were dried (Na2SO4), filtered and purified by silica gel flash chromatography (1:2 EtOAc/hexanes) to give the desired product (67%).

후처리

  1. customSolvent was removed under reduced pressure
  2. additionThe residue was diluted with EtOAc (100 mL)
  3. washThe resulting suspension was washed with water and brine
  4. dry with materialThe combined organic extracts were dried (Na2SO4)
  5. filtrationfiltered
  6. custompurified by silica gel flash chromatography (1:2 EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-e5c764d122714416998f395d2c662b68
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174981B2

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