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

HRID 706726ノート

反応式

HRID 706726 の反応式
[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

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 679741532-(Chloromethyl)-6-isopropylpyridine hydrochlorideHCID 178526560HCID 178526560、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-e5c764d122714416998f395d2c662b68
出典データセット
uspto-grants-2015_11
特許番号
US09174981B2

反応ノート

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