Reacción #162363

Ecuación de reacción

ethyl 5-(aminothioxomethyl)tetrahydro-2H-1,2-oxazine-2-carboxylate

product

ethyl 5-(aminothioxomethyl)tetrahydro-2H-1,2-oxazine-2-carboxylate

2-bromo-1-(4,5-dihydro-5-(2,6-difluorophenyl)-3-isoxazolyl)ethanone

product

2-bromo-1-(4,5-dihydro-5-(2,6-difluorophenyl)-3-isoxazolyl)ethanone

→

title compound

ethyl 5-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-3-isoxazolyl]-2-thiazolyl]tetrahydro-2H-1,2-oxazine-2-carboxylate

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroMethanol was removed under reduced pressure
2. 2
   Otrothe resulting material was partitioned between sodium acetate (10%, 5 mL) and diethyl ether (5 mL)
3. 3
   OtroThe layers were separated
4. 4
   Extracciónthe aqueous phase was extracted with diethyl ether (2×)
5. 5
   ConcentraciónThe organic fractions were concentrated under reduced pressure

Procedimiento

A solution of ethyl 5-(aminothioxomethyl)tetrahydro-2H-1,2-oxazine-2-carboxylate (i.e. the product of Step I) (0.19 g, 0.87 mmol) and 2-bromo-1-(4,5-dihydro-5-(2,6-difluorophenyl)-3-isoxazolyl)ethanone (the product of Example 1, Step C) (0.264 g, 0.87 mmol) in methanol (2 mL) was heated at 50° C. for 1 h. Methanol was removed under reduced pressure and the resulting material was partitioned between sodium acetate (10%, 5 mL) and diethyl ether (5 mL). The layers were separated and the aqueous phase was extracted with diethyl ether (2×). The organic fractions were concentrated under reduced pressure to provide the title compound as a pale-tan oil (0.383 g).

Fuente