Methanol → Methyl 5-hydroxypyridine-2-carboxylate

To a solution of 5-hydroxypyridine-2-carboxylic acid (1.0 g, 7.2 mmol) in methanol (15 mL) was added sulfuric acid (881 μL, 16.53 mmol) dropwise and the reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo, diluted with DCM (100 mL), washed with sat. aq NaHCO3 solution. The organic layer was separated and dried with sodium sulfate, filtered and concentrated in vacuo to give methyl 5-hydroxypyridine-2-carboxylate, which was used without further purification. ESI-MS m/z calc. 150.1. Found 154.1 (M+1)+; Retention time: 0.33 minutes (3 min run).

1. concentrationThe reaction mixture was concentrated in vacuo
2. additiondiluted with DCM (100 mL)
3. washwashed with sat. aq NaHCO3 solution
4. customThe organic layer was separated
5. dry with materialdried with sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo

ORD record

ord-df417fe02e554b87ba2b14a7053f4e85

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08828996B2