Cesium carbonate → HCID 89726688, compound

Participants

Reaction Steps

To a solution of methyl-(5-methyl-1H-[1,2,4]triazol-3-ylmethyl)-carbamic acid tert-butyl ester (470 mg) in MeCN (20 mL) was added Cs2CO3 (677 mg) followed by benzyl bromoacetate (0.343 mL). The reaction mixture was stirred at RT overnight and evaporated to dryness. The residue was taken up in DCM and washed with water. The aq. layers were extracted with DCM, the combined org. layers were dried (Na2SO4), filtered off and evaporated in vacuo. The residue was purified by CC (silica gel, Hept/EA 1/1 then DCM/MeOH 9/1) to afford benzyl 2-(3-(((tert-butoxycarbonyl)(methyl)amino)methyl)-5-methyl-1H-1,2,4-triazol-1-yl)acetate (290 mg, yellow oil). LC-MS (B): tR=0.83 min; [M+H]+: 375.14. 1H-NMR (CD3OD): 7.39-7.35 (m, 5H); 5.24 (s, 2H); 5.09 (s, 2H); 4.43 (m, 2H); 2.89 (m, 3H); 2.41 (s, 3H); 1.44 (d, 9H). Roesy signal seen between CH2 at 5.09 ppm and CH3 at 2.41 ppm.

Provenance & Evidence