Réaction #40628

Équation de réaction

Bromine

8-cyclohexyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

diisopropylethylamine

→

title compound

Rendement 102.0%

8-Cyclohexyl-2-methylsulfanyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Rendement 102.0%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Concentrationthe solution was concentrated
2. 2
   workup.DISSOLUTIONthe crude residue was redissolved in dichloromethane (10 mL)
3. 3
   workup.WAITAfter 15 h
4. 4
   Autrethe reaction mixture was partitioned between water and dichloromethane
5. 5
   Autrethe organic layer was separated
6. 6
   Séchagedried (MgSO4)
7. 7
   Concentrationconcentrated

Mode opératoire

Bromine (0.15 g, 0.94 mmol) was added to a solution of 8-cyclohexyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (0.28 g, 0.79 mmol) in dichloromethane (10 mL). After 5 min, the solution was concentrated and the crude residue was redissolved in dichloromethane (10 mL) and diisopropylethylamine (0.42 mL, 2.4 mmol) was added. After 15 h, the reaction mixture was partitioned between water and dichloromethane, the organic layer was separated, dried (MgSO4) and concentrated to provide 0.28 g (87%) of the title compound. Mass Spectrum (LCMS, ESI pos.) Calcd. For C17H21N3O3S: 347.13. found: (M+H) 348.3.

Source