Hydrochloric Acid → HCID 59110534, compound

Participants

Reaction Conditions

Reaction Steps

tert-Butyl (1-hydroxymethyl-3-methyl-butyl)-{6-[3-(2-pyridin-4-yl-thiazol-4-yl)-ureido]-pyridin-2-ylmethyl}-carbamate (165 mg, 0.313 mmol, Example 62) in MeOH (5 mL) was treated with HCl (0.16 mL, 0.627 mmol, 4M in dioxane). The resulting stirred solution was heated at 40° C. in a closed system for 15 h. After cooling to RT, the pH was adjusted to 7 using 1 N NaOH. Solvent was removed and the residue was extracted with CHCl3. The organic layer was washed with H2O, brine, dried over MgSO4, and concentrated to yield a brown liquid crude product. This crude product was purified by chromatography on silica gel. Elution with CH2Cl2:MeOH mixture (95:5) gave the final compound as a tan solid. MS m/z: 427.2 (M+H). Calc'd. for C21H26N6O2S-426.54.

Provenance & Evidence