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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
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HRID 1748679 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 824082-Propanesulfonyl chloride2회HCID 866925445-Methyl-N-[5-methyl-6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

생성물 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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-364f4f63a60f45e3bc5227390731b595
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150555B2

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