Sodium Hydroxide → 2-(4-Hydroxy-piperidin-1-yl)-thiazole-4-carboxylic acid

HRID 1755218ノート

反応式

HRID 1755218 の反応式
C([O:3][C:4]([C:6]1[N:7]=[C:8]([N:11]2[CH2:16][CH2:15][CH:14]([OH:17])[CH2:13][CH2:12]2)[S:9][CH:10]=1)=[O:5])C.[OH-].[Na+].OS([O-])(=O)=O.[Na+]>CO>[OH:17][CH:14]1[CH2:15][CH2:16][N:11]([C:8]2[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)[CH2:12][CH2:13]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 516919Sodium BisulfateHCID 22242823Ethyl 2-(4-hydroxypiperidin-1-yl)thiazole-4-carboxylate

生成物 1

HCID 672705112-(4-Hydroxy-piperidin-1-yl)-thiazole-4-carboxylic acid収率 90%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The 2-(4-hydroxy-piperidin-1-yl)-thiazole-4-carboxylic acid ethyl ester mixture from step a was dissolved in MeOH (10 mL). To this was added NaOH (2 M, 5.00 mL). The reaction mixture was stirred overnight, then diluted 1M NaHSO4 (30 mL). This solution was extracted with EtOAc (3×50 mL), and the combined organic layers were dried over Na2SO4, filtered, and concentrated to give the product (433 mg, 1.90 mmol, 90%) as a white solid.

後処理

  1. extractionThis solution was extracted with EtOAc (3×50 mL)
  2. dry with materialthe combined organic layers were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-fccb14984ec645c4b50818eefee8de0f
出典データセット
uspto-grants-2015_10
特許番号
US09169261B2

反応ノート

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