Reaction #40385

ord-f8948b8c649845d886b448e7bc2c74df

Reaction equation

CCOC(O)C(=O)c1cccc2c1OC(OCc1ccccc1)C(=O)N2
benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one
CC(C)(N)Cc1cc(F)cc(F)c1
2-(3,5-difluorophenyl)-1,1-dimethylethylamine
Cl
hydrochloride
→
CC(C)(Cc1cc(F)cc(F)c1)NCC(O)c1cc(OCc2ccccc2)cc2c1OCC(=O)N2
6-benzyloxy-8-{2-[2-(3,5-difluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-4H-benzo[1,4]oxazin-3-one

Reactants

CCOC(O)C(=O)c1cccc2c1OC(OCc1ccccc1)C(=O)N2
benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one
CC(C)(N)Cc1cc(F)cc(F)c1
2-(3,5-difluorophenyl)-1,1-dimethylethylamine
Cl
hydrochloride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Prepared from 1.73 g (4.84 mmol) of benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one and 0.80 g (4.32 mmol) of 2-(3,5-difluorophenyl)-1,1-dimethylethylamine in the usual way. Yield: 1.50 g (58%, hydrochloride); melting point: 240° C.-244° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07727984B2uspto-grants-2010_06