1,2-Dichloroethane → HCID 86689161, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [(R)-4-(6-amino-3-fluoro-pyridin-2-yl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-carbamic acid tert-butyl ester (134 mg, 0.372 mmol) in DMF (1.3 ml) was added 3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid (101 mg, 0.446 mmol) and HOAt (91 mg, 0.669 mmol). The mixture was cooled to 0° C., EDC*HCl (107 mg, 0.558) was added and the mixture stirred for 1 h while allowing to warm to rt. To the reaction mixture was added TBME and water, the layers were separated and the aq. layer extracted with TBME. The combined organic layers were washed with sat. aq. NaHCO3, sat. aq. NaCl, dried with MgSO4 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane/EtOAc 6:1 to 5:1) to provide the title compound as colorless solid.

Provenance & Evidence