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Triethylamine → 5-Methyl-N-{5-methyl-6-[1-(propane-2-sulfonyl)piperidin-4-yl]pyridin-3-yl}-1-[5-(trifluoromethyl) pyridin-2-yl]-1H-pyrazole-4-carboxamide

HRID 1748679
ノート
印刷プレビュー

反応式

HRID 1748679 の反応式
[CH:1]([S:4](Cl)(=[O:6])=[O:5])([CH3:3])[CH3:2].[CH3:8][C:9]1[N:13]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][N:15]=2)[N:12]=[CH:11][C:10]=1[C:24]([NH:26][C:27]1[CH:28]=[N:29][C:30]([CH:34]2[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]2)=[C:31]([CH3:33])[CH:32]=1)=[O:25].C(=O)([O-])[O-].[K+].[K+].C(N(CC)CC)C>CN(C)C=O.O>[CH3:8][C:9]1[N:13]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:22])([F:23])[F:21])=[CH:16][N:15]=2)[N:12]=[CH:11][C:10]=1[C:24]([NH:26][C:27]1[CH:28]=[N:29][C:30]([CH:34]2[CH2:35][CH2:36][N:37]([S:4]([CH:1]([CH3:3])[CH3:2])(=[O:6])=[O:5])[CH2:38][CH2:39]2)=[C:31]([CH3:33])[CH:32]=1)=[O:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 824082-Propanesulfonyl chloride2 回HCID 866925445-Methyl-N-[5-methyl-6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

生成物 1

HCID 866926265-Methyl-N-{5-methyl-6-[1-(propane-2-sulfonyl)piperidin-4-yl]pyridin-3-yl}-1-[5-(trifluoromethyl) pyridin-2-yl]-1H-pyrazole-4-carboxamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Isopropylsulfonyl chloride (72 μl) was added to a suspension of 5-methyl-N-[5-methyl-6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (222 mg) described in Reference Example 171 and potassium carbonate (138 mg) in N,N-dimethylformamide (1.7 ml) and stirred at room temperature for an hour. Then, isopropylsulfonyl chloride (36 μl) was added and stirred at room temperature for two hours. Triethylamine (350 μl) and water were added and the precipitated solid was washed with ethanol and water. The resulting solid was purified with silica gel chromatography (chloroform/methanol) to give the titled compound (103 mg) as a white solid.

後処理

  1. stirringstirred at room temperature for two hours
  2. washthe precipitated solid was washed with ethanol and water
  3. customThe resulting solid was purified with silica gel chromatography (chloroform/methanol)

出典と根拠

ORDレコード
ord-364f4f63a60f45e3bc5227390731b595
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09150555B2

反応ノート

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