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

HRID 79470노트

반응식

HRID 79470 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-73db7473352d44a384cd196943dd28cd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841455B2

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