ChemicalBook CAS DataBase List 4-(HYDROXYMETHYL)PYRIDINE-2-CARBOXAMIDE

4-(HYDROXYMETHYL)PYRIDINE-2-CARBOXAMIDE synthesis

7synthesis methods

Product Name:4-(HYDROXYMETHYL)PYRIDINE-2-CARBOXAMIDE
CAS Number:119646-48-9
Molecular formula:C7H8N2O2
Molecular Weight:152.15

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Yield:119646-48-9 27%

Reaction Conditions:

with ammonium chloride;N-ethyl-N,N-diisopropylamine;N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate in N,N-dimethyl-formamide at 20; for 16 h;

Steps:

To a solution of PI-59d (2.2 g, 14.36 mmol, 1.0 eq) in DMF (100 mL) was successively added NH₄Cl (1.54 g, 28.73 mmol, 2.0 eq), HATU (5.46 g, 14.36 mmol, 1.0 eq) and DIEA (5.57 g, 43.08 mmol, 3.0 eq). The mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with ethyl acetate (200 mL) and washed with brine, water, dried over anhydrous Na₂SO₄and concentrated under reduced pressure. The residue was purified by silica gel chromatography to afford PI-59e (0.6 g, 27%).

References:

US2019/352288,2019,A1 Location in patent:Paragraph 0609; 0614

71935-32-5 Synthesis