Cesium carbonate → HCID 86686004, compound

Participants

Reaction Conditions

Reaction Steps

In a 25 mL sealed tube, a mixture of (5-bromo-pyridin-3-yl)-methylamine (281 mg, 1.5 mmol), 5-chloro-3,3-dimethyl-2,3-dihydro-isoindol-1-one (intermediate A-12, 196 mg, 1.0 mmol), CuI (38 mg, 0.2 mmol), Cs2CO3 (652 mg, 2.0 mmol) and (+)—(S,S)—1,2-diaminocyclohexane (68.4 mL, 0.6 mmol) were dissolved in dioxane (3 mL). The resulting reaction mixture was heated at 150° C. for 7 hours before it was poured into water (10 mL) and extracted with EtOAc (20 mL×2). The combined organic layers were washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (320 mg, 100%). Without further purification, it was used directly in the next step. MS: 302.1 (M+H+).

Provenance & Evidence