Cesium carbonate → HCID 59548534, compound

Participants

Reaction Steps

A mixture of 2,6-Dibromo-benzaldehyde (1.06 g, 4 mmol, 4 eq), 8-Cyclopropyl-1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-one (202 mg, 1 mmol, 1 eq), Xantphos (12 mg, 0.02 mmol, 0.02 eq), Pd(dba)2 (18 mg, 0.03 mmol, 0.03 eq), cesium carbonate (652 mg, 2 mmol, 2 eq.) in 40 mL dioxane was degassed with argon for 1 min, and heated to 100 C for 14 hours under an argon atmosphere. The reaction was cooled, and the filtered through a sintered glass funnel, concentrated to dryness and triturated with CH2Cl2. The filtrated was purified on a silica gel column using a gradient of 30 to 40% ethyl acetate in hexanes to give 340 mg 2-Bromo-6-(8-cyclopropyl-5-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl)-benzaldehyde, 88% which was suitable for use in the next step.

Provenance & Evidence