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

HRID 1471757ノート

反応式

HRID 1471757 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-46eaac205c0648c0bff04310210b8d8d
出典データセット
uspto-grants-2015_04
特許番号
US09012450B2

反応ノート

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