Triethylamine → HCID 57849838, compound

Participants

Reaction Steps

Pyridine-4-yl-methanol (400 mg, 3.66 mmol) was dissolved in 12 mL of dry CH3CN. To this solution was added disuccinimidyl carbonate (3.66 mmol, 940 mg) followed by triethylamine (11 mmol, 1.5 mL). This solution was stirred at room temperature for 2 hours and the evaporated. The residue was redissloved in 10 mL of CH2Cl2. To this solution was added 150 mg (0.42 mmol) of pyrrolidine-2-carboxylic acid [4-(4-cyclopropyl carbamoyl-phenyl)-thiazol-2-yl]-amide (General Procedure 3I), followed by triethylamine (5.5 mmol, 0.75 mL), and DMAP (30 mg). Reaction mixture was stirred at room temperature overnight. It was evaporated to dryness, redissolved in 10 mL of DMF and purified using reverse phase HPLC. MS: 492.1(M+H+); H1 NMR (DMSO-d6): δ(ppm) 12.6 (d, 1H), 8.84 (d, 2H), 8.51 (s, 1H), 7.91 (m, 6H), 5.42 (m, 2H), 4.60 (m, 1H), 3.58 (m, 1H), 2.83 (m, 2H), 2.33 (m, 1H), 1.99 (m, 4H), 0.60 (dd, 4H).

Provenance & Evidence