Reacción #167982

Ecuación de reacción

urea

sodium methoxide

MeOH

(S)-ethyl 4-oxo-1-((S)-1-phenylethyl)piperidine-3-carboxylate

→

(S)-6-(1-phenylethyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diol

Disolventes

water

EtOAc

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawarmed to 60° C.
2. 2
   Temperaturaheated for 3 h
3. 3
   Otrothe organic layer was then separated
4. 4
   Secadodried (Na2SO4)
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated
7. 7
   OtroThe residue was purified by FCC (8-10% MeOH/CH2Cl2)

Procedimiento

A combination of urea (0.37 g, 15.6 mmol), sodium methoxide (1.47 g, 27.2 mmol) and MeOH (50 mL) was cooled to 0° C. and then a solution of (S)-ethyl 4-oxo-1-((S)-1-phenylethyl)piperidine-3-carboxylate (9.0 g, 7.8 mmol) in THF was added. The reaction mixture was allowed to warm to rt and then warmed to 60° C. and heated for 3 h. The mixture was diluted with water and EtOAc and the organic layer was then separated, dried (Na2SO4), filtered and concentrated. The residue was purified by FCC (8-10% MeOH/CH2Cl2) to give (S)-6-(1-phenylethyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diol.

Fuente