Methanol → HCID 137231143, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl 6′-formyl-1′H-spiro[azetidine-3,3′-furo[3,4-c]pyridine]-1-carboxylate (0.15 g, 0.52 mmol, 1 eq.) in mixture of methanol (4.0 mL):water (4.0 mL) was added NaOAc (85 mg, 1.03 mmol, 2 eq.) followed by addition of NH2OH.HCl (72 mg, 1.03 mmol, 2 eq) at room temperature. Resulting reaction mixture was stirred at room temperature for 18 hours under nitrogen atmosphere. After complete consumption starting material, reaction mixture was concentrated under reduced pressure; resulting residue was diluted with water (5.0 mL) and extracted by ethyl acetate (3×20 mL). Combined organic layer was dried over sodium sulphate and concentrated under reduced pressure to afford title compound as brown solid (0.15 g, 95%). 1H NMR (400 MHz, CDCl3) δ: 1.47 (s, 9H), 4.16 (d, J=9.64 Hz, 2H), 4.34 (d, J=9.6 Hz, 2H), 5.10 (s, 2H), 7.67 (s, 1H), 8.27 (s, 1H), 8.72 (s, 1H). LC-MS (m/z): 306.2 (M+H).

Provenance & Evidence