Nitrogen → HCID 25182019, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-(3-chlorophenyl)-6-methyl-1,3-oxazinan-2-one (28 mg, 0.12 mmol), 2-bromo-6-piperidinopyridine (33 mg, 0.14 mmol), CuI (7 mg, 0.037 mmol), powdered K2CO3 (19 mg, 0.14 mmol) and CH2Cl2 (0.25 mL) was heated to 130 C under a stream of N2 such that the CH2Cl2 evaporated. The vessel was sealed and the mixture was heated at 130° C. for 1 h under N2. The residue was dissolved in MeCN (0.5 mL) and DMSO (0.5 mL) and purified by prep HPLC to afford 6-(3-chlorophenyl)-6-methyl-3-(6-(piperidin-1-yl)pyridin-2-yl)-1,3-oxazinan-2-one (20 mg) as a brown oil. LC-MS Method 1, tR=2.08 min, m/z=386, 388. 1H NMR (CDCl3) 1.62 (6H), 1.73 (s, 3H), 2.35 (m, 1H), 2.48 (m, 1H), 3.43 (5H), 4.11 (m, 1H), 6.50 (d, 1H), 7.20-7.60 (6H).

Provenance & Evidence