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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196234Generated: October 30, 2026

(5-{5-[(5-Bromo-pyridine-2-carbonyl)amino]-2-fluoro-phenyl}-5-difluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester → 5-Bromo-pyridine-2-carboxylic acid[3-(5-amino-3-difluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide

https://huagongshe.com/reaction/2196234

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5-{5-[(5-Bromo-pyridine-2-carbonyl)amino]-2-fluoro-phenyl}-5-difluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl esterHCID 66665653—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product5-Bromo-pyridine-2-carboxylic acid[3-(5-amino-3-difluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amideHCID 50914546—

Reaction Steps

A solution of 100 mg (0.184 mmol) (5-{5-[(5-bromo-pyridine-2-carbonyl)-amino]-2-fluoro-phenyl}-5-difluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester in 1.4 ml 4N HCl in dioxane was stirred at 50° C. After 15 min 0.3 ml 3N HCl in MeOH were added and the now homogeneous solution was stirred for 3 h. The mixture was concentrated and crystallized from EtOH/TBME to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338413B1
Source datasetuspto-grants-2012_12
ORD IDord-574239b511f64684a0dfcb7e2094439e
Source noteuspto-grants-2012_12