2-[5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-{4-[4-(naphthalen-1-ylethynyl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone → 2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[2-(naphthalen-1-yl)ethyl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone

HRID 549962

反応式

HRID 549962 の反応式
[CH3:1][C:2]1[N:6]([CH2:7][C:8]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]3[S:17][CH:18]=[C:19]([C:21]#[C:22][C:23]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH:26]=[CH:25][CH:24]=4)[N:20]=3)[CH2:12][CH2:11]2)=[O:9])[N:5]=[C:4]([C:33]([F:36])([F:35])[F:34])[CH:3]=1>CO.C([O-])=O.[NH4+].[OH-].[OH-].[Pd+2]>[CH3:1][C:2]1[N:6]([CH2:7][C:8]([N:10]2[CH2:11][CH2:12][CH:13]([C:16]3[S:17][CH:18]=[C:19]([CH2:21][CH2:22][C:23]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH:26]=[CH:25][CH:24]=4)[N:20]=3)[CH2:14][CH2:15]2)=[O:9])[N:5]=[C:4]([C:33]([F:36])([F:34])[F:35])[CH:3]=1

参加物

5

反応物 1

HCID 671561522-[5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-{4-[4-(naphthalen-1-ylethynyl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone

生成物 1

HCID 671566622-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[2-(naphthalen-1-yl)ethyl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone収率 54.3%

試薬・触媒・溶媒 3

HCID 2723923Ammonium formate触媒HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

2-[5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-{4-[4-(naphthalen-1-ylethynyl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone (I-50, 157 mg) is dissolved in methanol (1.5 ml) and, at 60° C., reacted with ammonium formiate (195 mg) and 20% Pd(OH)2/C (4 mg) as catalyst. The catalyst is filtered off and the solvent is removed under reduced pressure, giving 2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[2-(naphthalen-1-yl)ethyl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone (86 mg) as a colourless oil.

後処理

  1. filtrationThe catalyst is filtered off
  2. customthe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-a22797a269504ad98967f5edf45ce244
出典データセット
uspto-grants-2011_05
特許番号
US07943774B2

関連ノート

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