Dimethylformamide → 2-(4-Ethylsulfanylpyridin-3-yl)-6-(trifluoromethyl)thiazolo[5,4-b]pyridine

HRID 2201377ノート

反応式

HRID 2201377 の反応式
[CH2:1]([S:3][C:4]1[C:9]([C:10]([NH:12][C:13]2[C:14]([SH:23])=[N:15][CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=2)=O)=[CH:8][N:7]=[CH:6][CH:5]=1)[CH3:2].CN(C=O)C.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[CH2:1]([S:3][C:4]1[CH:5]=[CH:6][N:7]=[CH:8][C:9]=1[C:10]1[S:23][C:14]2[C:13]([N:12]=1)=[CH:18][C:17]([C:19]([F:22])([F:21])[F:20])=[CH:16][N:15]=2)[CH3:2]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 178477293HCID 178477293、化合物

生成物 1

HCID 1179893482-(4-Ethylsulfanylpyridin-3-yl)-6-(trifluoromethyl)thiazolo[5,4-b]pyridine収率 31.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
150 °C

実験手順

A mixture of 494 mg of 4-ethylsulfanyl-N-[2-mercapto-5-(trifluoromethyl)pyridin-3-yl]nicotinamide, 1.05 g of p-toluenesolufonic acid-hydrate, 3 ml of DMF and 1 ml of toluene was heated and stirred at 150° C. for 10 hours. A saturated aqueous sodium bicarbonate solution was poured to the cooled reaction mixture, and the precipitated solid was filtered. The resulting solid was applied to a silica gel column chromatography to obtain 146 mg of 2-(4-ethylsulfanylpyridin-3-yl)-6-(trifluoromethyl)thiazolo[5,4-b]pyridine (hereinafter, referred to as Compound of Present Invention 42).

後処理

  1. temperaturewas heated
  2. filtrationthe precipitated solid was filtered

出典と根拠

ORDレコード
ord-30e9ad57d20e4b2c9829fe69bc6ccad2
出典データセット
uspto-grants-2016_06
特許番号
US09364000B2

反応ノート

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