(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)boronic acid → 3-(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-benzo[d][1,3]-oxazin-6-yl)-5-fluoro-phenylacetonitrile

Participants

Role	Name	HCID	Charge
Reactant	(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)boronic acid	HCID 10987806	—
Reactant	2-(3-Bromo-5-fluorophenyl)acetonitrile	HCID 23509635	—
Product	3-(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-benzo[d][1,3]-oxazin-6-yl)-5-fluoro-phenylacetonitrile	HCID 22736631	—

Reaction Steps

The title compound was prepared according to the procedure B from 3-bromo-5-fluorophenylacetonitrile and (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid. A white solid was obtained and recrystallized from ethanol/ether. mp 218-220. 1H NMR (DMSO-d6) δ 1.67 (s, 6H), 4.11 (s, 2H), 6.98(d, 1H, J=8.92 Hz), 7.18(d, 1H, J=9.26 Hz), 7.52-7.62 (m, 3H), 10.37 (s, 1H); MS(EI) (M−H)−m/z 309; Anal. Calcd. For C18H15FN2O2: C, 69.67; H, 4.87; N, 9.03. Found: C, 69.78; H, 4.97; N, 8.36.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06713478B2
Source dataset	uspto-grants-2004_03
ORD ID	ord-15014b82a2264921ab5aad6776de2276
Source note	uspto-grants-2004_03