Water → HCID 178433404, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-bromo-2,3-dihydrospiro[indene-1,3′-pyrrolidine] (Prep4, 0.04 g, 0.159 mmol) in dry DMF (1 ml), 3-[(3-chloropropyl)thio]-5-(4-methyl-1,3-oxazol-5-yl)-1H-1,2,4-triazole (reference procedure for preparation described in WO05/080382, 0.058 g, 0.213 mmol) was added. Then, K2CO3 (0.029 g) and NaI (0.028 g) were added and the mixture was heated at 80° C. for 24 hours. Water was then added and the solution was extracted with ethyl acetate. The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by a silica SPE cartridge eluting with dichloromethane/methanol from 100/0 to 98/to obtain 0.036 g of the title compound as free base. To a solution of this material in dichloromethane (1 mL) was added 0.073 mL of HCl (1M in Et2O), the solvent was evaporated in vacuo and the material thus obtained triturated with Et2O to give 32 mg of the title compound as a white slightly hygroscopic solid.

Provenance & Evidence