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Trifluoroacetic acid → 1-[5-({[5-methyl 1-(4-methylphenyl)-1H-pyrazol-4-yl]carbonyl}amino)pyridin-2-yl]-4-oxocyclohexanecarboxylic acid ethyl ester

HRID 1748636
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HRID 1748636 반응식
FC(F)(F)C(O)=O.[CH2:8]([O:10][C:11]([C:13]1([C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30]([C:32]3[CH:33]=[N:34][N:35]([C:38]4[CH:43]=[CH:42][C:41]([CH3:44])=[CH:40][CH:39]=4)[C:36]=3[CH3:37])=[O:31])=[CH:25][N:24]=2)[CH2:22][CH2:21][C:16]2(OCC[O:17]2)[CH2:15][CH2:14]1)=[O:12])[CH3:9]>ClCCl>[CH2:8]([O:10][C:11]([C:13]1([C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30]([C:32]3[CH:33]=[N:34][N:35]([C:38]4[CH:39]=[CH:40][C:41]([CH3:44])=[CH:42][CH:43]=4)[C:36]=3[CH3:37])=[O:31])=[CH:25][N:24]=2)[CH2:22][CH2:21][C:16](=[O:17])[CH2:15][CH2:14]1)=[O:12])[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acid2회HCID 866925638-[5-({[5-Methyl-1-(4-methylphenyl)-1H-pyrazol-4-yl]carbonyl}amino)pyridin-2-yl]-1,4-dioxaspiro[4.5]decane-8-carboxylic acid ethyl ester

생성물 1

HCID 866925731-[5-({[5-methyl 1-(4-methylphenyl)-1H-pyrazol-4-yl]carbonyl}amino)pyridin-2-yl]-4-oxocyclohexanecarboxylic acid ethyl ester수율 94%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (0.96 ml) was added at room temperature to a solution of 8-[5-({[5-methyl-1-(4-methylphenyl)-1H-pyrazol-4-yl]carbonyl}amino)pyridin-2-yl]-1,4-dioxaspiro[4.5]decane-8-carboxylic acid ethyl ester (1.27 g) described in Example D4 in dichloromethane (2.5 ml) and stirred at the same temperature for six hours. Trifluoroacetic acid (1.9 ml) was added at the same temperature and stirred at the same temperature for 18 hours. After the reaction, the solvent and trifluoroacetic acid were evaporated, a saturated aqueous solution of sodium bicarbonate was added and extracted with ethyl acetate twice. The organic solution was dried over anhydrous magnesium sulfate and concentrated to give 1-[5-({[5-methyl 1-(4-methylphenyl)-1H-pyrazol-4-yl]carbonyl}amino)pyridin-2-yl]-4-oxocyclohexanecarboxylic acid ethyl ester (1.09 g) as a white solid.

후처리

  1. stirringstirred at the same temperature for 18 hours
  2. customAfter the reaction
  3. customthe solvent and trifluoroacetic acid were evaporated
  4. additiona saturated aqueous solution of sodium bicarbonate was added
  5. extractionextracted with ethyl acetate twice
  6. dry with materialThe organic solution was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3e39cfae10ee4b959e0ee0fdb6300bc9
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150555B2

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