1,3-Dibromopropane → HCID 178506373, compound

Participants

Reaction Conditions

Reaction Steps

N4-[(trans-4-aminocyclohexyl)methyl]-5-chloro-N2-[2-(trifluoromethoxy)benzyl]pyrimidine-2,4-diamine (178 mg, 0.41 mmol) was dissolved in DMA (5 mL). To this solution was added 1,3-dibromopropane (208 μL, 2.01 mmol) and NaCO3 (217 mg, 2.01 mmol). The reaction was heated in the microwave at 100° C. for 5 min. The volatiles were removed and the reaction was diluted with EtOAc and poured into H2O. The aqueous phase was separated and extracted two more times with EtOAc. The organic layers were combined, dried (Na2SO4), decanted and concentrated. The crude product was purified on a 2000 micron SiO2 preparative TLC plate, eluting with 10:1 CH2Cl2:MeOH (1% NH4OH) to afford 102 mg (53%) of the title compound, m/z 470.5 [M+1]+.

Provenance & Evidence