Reacción #1925205

ord-c644e0e02d40468db940c83c0b4cd345

Ecuación de reacción

O=C1Nc2ccc(Cl)cc2[C@@](C#CC2CC2)(C(F)(F)F)O1
(S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one
CC(C)(C)C(=O)Cl
pivaloyl chloride
[OH-]
hydroxide
Nc1ccc(Cl)cc1
4-chloroaniline
CCOC(=O)C(F)(F)F
ethyl triflouroacetate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one can be accomplished through the use of commercially available 4-chloroaniline. After reaction with pivaloyl chloride in the presence of hydroxide to afford the corresponding amide, treatment with an alkyl lithium and ethyl triflouroacetate is followed by acidification with a mineral acid to provide the salt of the triflouroketone (Scheme 1).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06673372B1uspto-grants-2004_01