4-bromo-2-fluoro-N-(2-hydroxyethyl)benzamide → Isopropyl 4-{5-[3-fluoro-4-(2-hydroxyethylcarbamoyl)phenyl]benzo[d]oxazol-2-yl}piperidine-1-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	4-bromo-2-fluoro-N-(2-hydroxyethyl)benzamide	HCID 43392937	—
Reactant	Isopropyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2-yl)piperidine-1-carboxylate	HCID 71090092	—
Product	Isopropyl 4-{5-[3-fluoro-4-(2-hydroxyethylcarbamoyl)phenyl]benzo[d]oxazol-2-yl}piperidine-1-carboxylate	HCID 71114477	32.2%

Reaction Steps

Following the General Procedure-3, the titled compound (65 mg) was prepared from Intermediate 14 (200 mg, 0.54 mmol) and 4-bromo-2-fluoro-N-(2-hydroxyethyl)benzamide (110 mg, 0.43 mmol) as a brown solid. M.P.: 145-147° C. MS (m/z): 470.4 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09181214B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-b1364bb33f454d8fb47021c982eaabfe
Source note	uspto-grants-2015_11