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

HRID 511836ノート

反応式

HRID 511836 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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;

後処理

  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

出典と根拠

ORDレコード
ord-36f0a09e9c9e4e4ebee205de62538e82
出典データセット
uspto-grants-2015_08
特許番号
US09101616B2

反応ノート

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