Potassium Carbonate → 2-((3-iodo-4-nitro-1H-indazol-1-yl)methyl)-4-methylthiazole

HRID 79470ノート

反応式

HRID 79470 の反応式
[I: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.C(=O)([O-])[O-].[K+].[K+].Cl.Cl[CH2:22][C:23]1[S:24][CH:25]=[C:26]([CH3:28])[N:27]=1>CN(C=O)C>[I: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]([CH2:22][C:23]2[S:24][CH:25]=[C:26]([CH3:28])[N:27]=2)[N:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 242788792-(Chloromethyl)-4-methyl-1,3-thiazole hydrochlorideHCID 178526562HCID 178526562、化合物

生成物 1

HCID 672597432-((3-iodo-4-nitro-1H-indazol-1-yl)methyl)-4-methylthiazole収率 60%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-iodo-4-nitro-1H-indazole (0.500 g, 1.73 mmol) in DMF (8 mL) was added potassium carbonate (0.478 g, 3.46 mmol) at ambient temperature. After 15 minutes, 2-(chloromethyl)-4-methylthiazole hydrochloride was added. The mixture was allowed to stir at ambient temperature for 18 hours, concentrated under reduced pressure and diluted with DCM and brine. The organic phase was dried (phase separator silicone treated filter paper), and purified by silica gel chromatography (10-50% ether in DCM) to provide 2-((3-iodo-4-nitro-1H-indazol-1-yl)methyl)-4-methylthiazole (0.414 g, 60% yield) as a yellow solid.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additiondiluted with DCM and brine
  3. customThe organic phase was dried
  4. addition(phase separator silicone treated filter paper)
  5. custompurified by silica gel chromatography (10-50% ether in DCM)

出典と根拠

ORDレコード
ord-73db7473352d44a384cd196943dd28cd
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

反応ノート

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