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

HRID 1755218노트

반응식

HRID 1755218 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fccb14984ec645c4b50818eefee8de0f
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169261B2

반응 노트

불러오는 중…