Potassium Carbonate → 2-bromo-4-methyl-6-(3-trifluoromethyl-1H-pyrazol-1-yl)-pyridine

HRID 1279181ノート

反応式

HRID 1279181 の反応式
Br[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([Br:9])[N:3]=1.[F:10][C:11]([F:18])([F:17])[C:12]1[CH:16]=[CH:15][NH:14][N:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Br:9][C:4]1[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([N:14]2[CH:15]=[CH:16][C:12]([C:11]([F:18])([F:17])[F:10])=[N:13]2)[N:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 18070343-(Trifluoromethyl)pyrazoleHCID 112881742,6-Dibromo-4-methylpyridine

生成物 1

HCID 184272852-bromo-4-methyl-6-(3-trifluoromethyl-1H-pyrazol-1-yl)-pyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

A mixture of 2,6-dibromo-4-methylpyridine (33 mmol, obtained according to the method disclosed by WO 94/22833), 3-trifluoromethyl-1H-pyrazole (21 mmol), potassium carbonate (45 mmol) and N,N-dimethylformamide ((50 mL) is heated at 90° C. for 4 hours. The reaction mixture is partitioned between ethyl acetate ands water. The separated organic phase is washed with brine, dried over sodium sulfate and evaporated in vacuo to provide an oily residue which is purified by flash chromatography. To yield 1.9 g of the title compound.

後処理

  1. customobtained
  2. customThe reaction mixture is partitioned between ethyl acetate ands water
  3. washThe separated organic phase is washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo
  6. customto provide an oily residue which
  7. customis purified by flash chromatography

出典と根拠

ORDレコード
ord-0b70f3c3691540a69001dd9e0d525ece
出典データセット
uspto-grants-2002_09
特許番号
US06448204B1

反応ノート

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