Triethylamine → HCID 58109314, compound

Participants

Reaction Steps

To a solution of 4-(4-chloro-pyrimidin-2-ylamino)-2-phenyl-butan-2-ol (450 mg, 1.6 mmol) and Et3N (508 mg, 4.8 mmol) in CH2Cl2 (2 ml) was added dropwise a solution of triphosgene (159 mg, 0.54 mmol) in CH2Cl2 slowly at 0° C. under nitrogen atmosphere. The mixture was stirred at rt overnight. The mixture was concentrated to give the crude product, which was purified by TLC and preparative HPLC to afford 3-(2-chloropyrimidin-4-yl)-6-methyl-6-phenyl-1,3-oxazinan-2-one (250 mg, 52%) 1H NMR (CDCl3, 400 MHZ): δ=1.73 (s, 3H), 2.38 (m, 1H), 2.63 (m, 1H), 3.49 (m, 1H), 4.2 (m, 1H), 7.36 (m, 5H), 8.28 (m, 1H), 8.52 (m, 1H) and 3-(4-chloropyrimidin-2-yl)-6-methyl-6-phenyl-1,3-oxazinan-2-one (20 mg, 9%) [Example 57]. 1H NMR (CDCl3, 400 MHZ): δ=1.73 (s, 3H), 2.4 (m, 1H), 2.58 (m, 1H), 3.47 (m, 1H), 4.13 (m, 1H), 7.06 (m, 5H), 7.16-7.55 (m, 5H), 8.54 (m, 1H).

Provenance & Evidence