Cesium carbonate → HCID 70097589, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 3-bromo-6-methoxymethyl-pyridine-2-carboxylic acid methyl ester (933 mg, 3.59 mmol; intermediate A-3, step 6) and tert-butyl carbamate (504 mg, 4.3 mmol) at r.t. in dioxane (15 ml) under an argon atmosphere were added cesium carbonate (1.64 g, 5.02 mmol), Pd2(dba)3 (65.7 mg, 71.7 μmol) and Xantphos (62.3 mg, 108 μmol; CAS 161265-03-8). The mixture was degassed under vacuum and flushed with argon, then heated to 100° C. overnight. The mixture was cooled to r.t., diluted with CH2Cl2, and the solids were filtered off and washed with some CH2Cl2. The filtrate was concentrated. The crude product was purified by silica gel chromatography using a cyclohexane/EtOAc gradient to give the title compound (598 mg, 56%) as viscous light yellow oil.

Provenance & Evidence