Trifluoroacetic acid → HCID 59457844, compound

Participants

Reaction Steps

To a solution of 2-{2-amino-6-[6-(4-fluorophenyl)-imidazo[2,1-b]thiazol-5-yl]benzimidazol-1-ylmethyl}pyrrolidine-1-carboxylic acid tert-butyl ester (0.12 g, 0.22 mmol; Example #G.1.16) in DCM (2.7 mL) was added TFA (0.30 mL). After about 18 h, the reaction was concentrated under reduced pressure then saturated aqueous NaHCO3 was added and extracted with DCM/MeOH (9:1, 3×30 mL). The combined organic layers were washed with brine, dried over Na2SO4, decanted, and concentrated. The crude material was purified by silica gel chromatography using DCM/MeOH/NH4OH (stepwise gradient 980:18:2 to 950:45:5). After concentration of the column fractions, the residue was dissolved in DCM and heptane was added until a precipitate formed. The mixture was then concentrated under reduced pressure to give the title compound (0.065 g, 67%): LC/MS (Table 1, Method b) Rt, =1.47 min; MS m/z: 433.1 (M+H)+.

Provenance & Evidence