Simple exploration of 5-(Benzyloxy)-2-(hydroxymethyl)pyridin-4(1H)-one

The synthetic route of 59281-14-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 59281-14-0, 5-(Benzyloxy)-2-(hydroxymethyl)pyridin-4(1H)-one, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C13H13NO3, blongs to pyridine-derivatives compound. COA of Formula: C13H13NO3

A. Synthesis of [5-(benzyloxy)-4-isopropoxypyridin-2-yl]methanol (C32). A solution of 5-(benzyloxy)-2-(hydroxymethyl)pyridin-4(1H)-one (prepared by a procedure similar to that reported by M. M. O’Malley et al., Organic Letters 2006, 8, 2651-2652) (1.3 g, 5.6 mmol) in N,N-dimethylformamide (11.2 mL) was treated with 2-iodopropane (95%, 1.77 mL, 16.8 mmol) and potassium carbonate (1.17 g, 8.42 mmol). The slurry was stirred for 2.5 hours at room temperature and then heated at 80 C. for 18 hours, with addition of 2-iodopropane (1.3 mL, 12 mmol) after the first hour. The mixture was extracted three times with ethyl acetate, and the combined organic layers were dried over sodium sulfate. Filtration and removal of solvent in vacuo gave a residue, which was purified by silica gel chromatography (Eluants: 0%, then 20%, then 40% 2-propanol in ethyl acetate) to provide the product as a brown solid. Yield: 700 mg, 2.56 mmol, 46%. 1H NMR (400 MHz, DMSO-d6) delta 8.06 (s, 1H), 7.30-7.44 (m, 5H), 7.06 (s, 1H), 5.28 (t, J=5.9 Hz, 1H), 5.13 (s, 2H), 4.72 (septet, J=6.0 Hz, 1H), 4.42 (d, J=5.9 Hz, 2H), 1.32 (d, J=6.0 Hz, 6H).

The synthetic route of 59281-14-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; Brodney, Michael Aaron; Efremov, Ivan Viktorovich; Helal, Christopher John; O’Neill, Brian Thomas; US2013/150376; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem