Hydrochloric Acid → 6-(1-((Tert-butoxy)carbonyl)piperidin-4-yl)pyridine-3-carboxylic acid

HRID 1427048ノート

反応式

HRID 1427048 の反応式
[OH-].[Na+].[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][CH:13]([C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][N:17]=2)[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4].Cl>C(O)C>[C:3]([O:7][C:8]([N:10]1[CH2:11][CH2:12][CH:13]([C:16]2[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[CH:18][N:17]=2)[CH2:14][CH2:15]1)=[O:9])([CH3:6])([CH3:4])[CH3:5]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86730350Methyl 6-(1-(tert-butoxycarbonyl)piperidin-4-yl)nicotinate

生成物 1

HCID 867303496-(1-((Tert-butoxy)carbonyl)piperidin-4-yl)pyridine-3-carboxylic acid収率 52%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A 2 M sodium hydroxide solution (20 mL) was added to a solution of methyl 6-(1-(tert-butoxycarbonyl)piperidin-4-yl)nicotinate described in Production Example 28-2 (1.07 g, 3.32 mmol) in ethanol (5 mL), and the mixture was stirred for 1 hour. 2 M hydrochloric acid was added to the reaction liquid at 0° C. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with a saturated saline solution and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration and then the filtrate was concentrated under vacuum to obtain the title compound (534 mg, 52%).

後処理

  1. extractionThe aqueous layer was extracted with ethyl acetate
  2. washThe combined organic layer was washed with a saturated saline solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe drying agent was separated by filtration
  5. concentrationthe filtrate was concentrated under vacuum

出典と根拠

ORDレコード
ord-4f2dfd6fb92c4eea90ae5c4f177f9485
出典データセット
uspto-grants-2015_01
特許番号
US08933099B2

反応ノート

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