Hydrochloric Acid → methyl 3-(3-(3-(hydroxymethyl)pyridin-2-yl)-1H-pyrazol-1-yl)propanoate

HRID 1471757노트

반응식

HRID 1471757 반응식
[Si]([O:8][CH2:9][C:10]1[C:11]([C:16]2[CH:20]=[CH:19][N:18]([CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[N:17]=2)=[N:12][CH:13]=[CH:14][CH:15]=1)(C(C)(C)C)(C)C.Cl>CO>[OH:8][CH2:9][C:10]1[C:11]([C:16]2[CH:20]=[CH:19][N:18]([CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[N:17]=2)=[N:12][CH:13]=[CH:14][CH:15]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86690794methyl 3-(3-(3-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)-1H-pyrazol-1-yl)propanoate

생성물 1

HCID 86690795methyl 3-(3-(3-(hydroxymethyl)pyridin-2-yl)-1H-pyrazol-1-yl)propanoate수율 67%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To methyl 3-(3-(3-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)-1H-pyrazol-1-yl)propanoate in MeOH (10 mL) was added HCl (2 N, 1.2 mL, 10 eq.). The mixture was stirred at rt for 4 h, concentrated, neutralized to pH 7-8 with NaHCO3(sat) solution, and extracted with EtOAc three times. The combined organic layers were washed with brine, dried over Na2SO4, concentrated, and purified on silica gel using EtOAc as eluent to give methyl 3-(3-(3-(hydroxymethyl)pyridin-2-yl)-1H-pyrazol-1-yl)propanoate (51 mg, 67%) as an oil. LRMS (M+H+) m/z 262.1.

후처리

  1. concentrationconcentrated
  2. extractionextracted with EtOAc three times
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. custompurified on silica gel

출처 및 근거

ORD 기록
ord-46eaac205c0648c0bff04310210b8d8d
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09012450B2

반응 노트

불러오는 중…