tert-Butyl bromoacetate → tert-butyl[2-cyano-5-(4,4-dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)-1H-pyrrol-1-yl]acetate

Participants

Role	Name	HCID	Charge
Reactant	tert-Butyl bromoacetate	HCID 79177	—
Reactant	5-(4,4-Dimethyl-oxo-1,4-dihydro-2H-3,1-benzoxazine-6-yl)-1H-pyrrole-carbonitrile	HCID 10220994	—
Product	tert-butyl[2-cyano-5-(4,4-dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)-1H-pyrrol-1-yl]acetate	HCID 12044964	—

Reaction Steps

5-(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)-1H-pyrrol-2-carbonitrile (5.4 g, 20 mmol) and tert-butylbromoacetate (4.64 g, 22 mmol) were reacted, according to General Method A, to afford the title compound, m.p. 188-190° C. (3 g, 40%). 1H-NMR (DMSO-d6) δ 1.35 (s, 9H), 1.62 (s, 6H), 4.8 (s, 2H), 6.35 (d, J=4.3 Hz, 1H), 6.98 (d, J=8.1 Hz, 1H), 7.09 (d, J=4.3 Hz, 1H), 7.26 (m, 2H), 10.42 (s, 1H), MS (APCI (−)) m/z 380 (M−H)−

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06562857B2
Source dataset	uspto-grants-2003_05
ORD ID	ord-54b1a05bb32d45bdae9545d533bc97e4
Source note	uspto-grants-2003_05