Hydrochloric Acid → 2-(Pyridin-3-yloxy)acetic acid
Reaction equation
C([O:5][C:6](=[O:15])[CH2:7][O:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)(C)(C)C.Cl>O1CCOCC1>[N:11]1[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:7][C:6]([OH:15])=[O:5])[CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of (Pyridin-3-yloxy)-acetic acid tert-butyl ester (60 mg, 0.29 mmol) and HCl in dioxane (4 M, 2 mL) is stirred at room temperature for 1 h. The reaction mixture is concentrated in vacuo to give the title compound. MS: 154 [M+H]+; tR (HPLC, ACQUITY UPLC™ BEH C18 1.7 μm, 50×2.1 mm; 5% CH3CN+0.1% TFA/H2O+0.1% TFA for 0.5 min then 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 5 min then 100% CH3CN+0.1% TFA for 1.5 min, flow 0.5 ml/min): 0.40 min.
Workup
- concentrationThe reaction mixture is concentrated in vacuo
Sources & evidence
- ORD record
- ord-1308cae58b654c0088cdfd44a2bbdd6e
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163773B2
Reaction notes
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