Triethylamine → HCID 59140924, compound

Participants

Reaction Conditions

Reaction Steps

2-[4-(4-Aminomethyl-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (Compound 5379, Example 379, 100 mg, 0.23 mmol) was dissolved in 5 mL of dry CH2Cl2. To this solution at 0° C. was added triethylamine (0.035 mL, 0.46 mmol) followed by cyclopropanecarbonyl chloride (48 mg, 0.46 mmol). The reaction mixture was stirred at 0° C. for 30 minutes and then quenched using H2O. The organic phase was isolated and evaporated under reduced pressure to yield the crude product, which was then purified using reverse phase HPLC. MS: 505.2(M+H−); H1 NMR (DMSO-d6): δ(ppm) 12.41 (s, 1H), 8.58 (s, 1H), 7.82 (d, 2H), 7.57 (d, 1H), 7.31 (dd, 4H), 7.10 (dd, 3H), 5.00 (m, 2H), 4.45 (m, 1H), 4.23 (d, 2H), 3.48 (m, 2H), 2.21 (m, 1H), 1.89 (m, 3H), 1.60 (m, 1H), 0.60 (d, 4H).

Provenance & Evidence