Pyridine → HCID 11686152, compound

Participants

Reaction Conditions

Reaction Steps

Add a 20% solution of phosgene in toluene (0.43 mL, 0.78 mmol) to a mixture of 3-hydroxy-2,2-dimethyl-propionic acid methyl ester (0.12 mL, 0.96 mmol) and diisopropylethylamine (0.16 mL, 0.96 mmol) in dichloromethane (1.8 mL) at 0° C. under nitrogen. Stir the mixture at 0° C. for 10 minutes, then at room temperature for 1 h. To the former solution add a solution of (S)-(3,5-Bis-trifluoromethyl-benzyl)-(2-methyl-2H-tetrazol-5-yl)-(1,2,3,5,6,7,8,9-octahydro-5-aza-cyclohepta[f]inden-9-yl)-amine (80 mg, 0.16 mmol) in dichloromethane (1.8 mL) followed by pyridine (0.064 mL, 0.78 mmol). Stir the mixture at room temperature for 1 h. Dilute with dichloromethane. Wash with HCl 1M and water. Dry organic layers over anhydrous sodium sulphate and evaporate the solvent. Purify the residue by chromatography (elution with hexane/ethyl acetate) to afford the title compound (78 mg, 73%). MS (ES+): 669 (M+H).

Provenance & Evidence