Potassium Hydroxide → 1-(1-((tert-butoxy)carbonyl)piperidin-4-yl)-1H-pyrazole-4-carboxylic acid

HRID 1427010

反応式

HRID 1427010 の反応式
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]2)[CH:10]=1)=[O:5])C.[OH-].[K+]>CO.O>[C:20]([O:19][C:17]([N:14]1[CH2:15][CH2:16][CH:11]([N:9]2[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]2)[CH2:12][CH2:13]1)=[O:18])([CH3:23])([CH3:21])[CH3:22]

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 45926154Tert-butyl 4-(4-(ethoxycarbonyl)-1H-pyrazol-1-YL)piperidine-1-carboxylate

生成物 1

HCID 534858971-(1-((tert-butoxy)carbonyl)piperidin-4-yl)-1H-pyrazole-4-carboxylic acid収率 82%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

tert-Butyl 4-(4-(ethoxycarbonyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate described in Production Example 13-2 (2.11 g, 6.53 mmol) was dissolved in methanol (60 mL), then potassium hydroxide (1.46 g, 26.1 mmol) dissolved in water (16 mL) was added, and then the mixture was stirred for 27 hours. The reaction mixture was concentrated under vacuum and diethyl ether was added for partition. Ethyl acetate was added to the aqueous layer for dilution, then a 5% aqueous potassium hydrogensulfate solution was added for acidification, and the mixture was extracted with ethyl acetate twice. The combined organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated to obtain the title compound (1.58 g, 82%).

後処理

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated under vacuum and diethyl ether
  3. additionwas added
  4. customfor partition
  5. additionEthyl acetate was added to the aqueous layer for dilution
  6. additiona 5% aqueous potassium hydrogensulfate solution was added for acidification
  7. extractionthe mixture was extracted with ethyl acetate twice
  8. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-883a07d1c3fe4d91b9caad0dafa139ef
出典データセット
uspto-grants-2015_01
特許番号
US08933099B2

関連ノート

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