Methyl iodide → methyl 1-methyl-6-(trifluoromethyl)-1H-indazole-3-carboxylate

HRID 511836노트

반응식

HRID 511836 반응식
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:12]([O:14][CH3:15])=[O:13])=[N:8][NH:9]2)=[CH:5][CH:4]=1.[C:18](=O)([O-])[O-].[K+].[K+].IC>C(#N)C>[CH3:18][N:9]1[C:10]2[C:6](=[CH:5][CH:4]=[C:3]([C:2]([F:1])([F:16])[F:17])[CH:11]=2)[C:7]([C:12]([O:14][CH3:15])=[O:13])=[N:8]1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 53408454Methyl 6-(trifluoromethyl)-1H-indazole-3-carboxylate

생성물 1

HCID 67291403methyl 1-methyl-6-(trifluoromethyl)-1H-indazole-3-carboxylate수율 75%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To an acetonitrile (5 ml) solution of methyl 6-(trifluoromethyl)-1H-indazole-3-carboxylate (300 mg, 1.2 mmol) were added potassium carbonate (1.0 g, 7.4 mmol) and iodomethane (350 mg, 2.5 mmol) at room temperature respectively. The mixture was stirred at room temperature for 4 hours. The solid was removed by filtration and washed with acetonitrile. The filtrate was concentrated in vacuo. After being filtered off, the filtrate was concentrated under reduced pressure, the residue was applied to a silica gel chromatography column and eluted with a hexane/ethyl acetate=4/1 to furnish 239 mg (75% yield, major product) of the title as a white solid;

후처리

  1. customThe solid was removed by filtration
  2. washwashed with acetonitrile
  3. concentrationThe filtrate was concentrated in vacuo
  4. filtrationAfter being filtered off
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. washeluted with a hexane/ethyl acetate=4/1
  7. customto furnish 239 mg (75% yield, major product) of the title as a white solid

출처 및 근거

ORD 기록
ord-36f0a09e9c9e4e4ebee205de62538e82
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09101616B2

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