Ammonium Chloride → HCID 59618687, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 2-hydroxy-2-[6-{[4-(trifluoromethoxy)phenyl]sulfonyl}-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-8-yl]propanoate To a solution of ethyl oxo[6-{[4-(trifluoro-methoxy)phenyl]sulfonyl}-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-8-yl]acetate (103 mg, 0.175 mmol, Example 510) in THF was added a solution of MeMgBr (0.25 ml, 0.35 mmol) in toluene (1.4 M) and the solution was stirred for 30 min. at 0° C. The LC-MS showed the reaction was almost complete. The solution was poured into aqueous NH4Cl to quench the reaction, and the pH was adjusted to 7-8 with 1N aqueous NaHCO3. The mixture was partitioned between 20 mL of CH2Cl2 and 5 mL of water, and the aqueous layer was extracted with CH2Cl2 (2×20 mL). The combined organic layers were dried over Na2SO4, and the solvent was evaporated under reduced pressure to give the title compound as white solid; Mass Spectrum: m/e=606 (M+1).

Provenance & Evidence