Tetrahydrofuran → Hydrochloric Acid

Participants

Reaction Steps

A mixture of 8-[5-(5-amino-2,4-dimethoxyphenyl)-5-oxopentyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione (202 mg, 0.5 mmol), prepared as in Example 21, 3-(5-trifluoromethyl-1-methylpyrazol-3-yl)-2-thiophenesulfonyl chloride. (200 mg, 0.6 mmol) and THF (1 mL) and N-methyl-2-pyrrolidinone (1 mL) was stirred 16 hours at approximately 25° C. The mixture was purified by flash chromatography eluting first with methylene chloride and then with methylene chloride/methanol+ammonium hydroxide (9:1). The purified product was recrystallized from ethanol and then from a solution of hydrogen chloride in ethanol/ether to give N-{5-[5-(2,4-dioxo-1,3,8-triazaspiro[4.5]dec-8-yl)pentanoyl]-2,4-dimethoxyphenyl}-3-(5-trifluoromethyl-1-methylpyrazol-3-yl)-2-thiophenesulfonamide hydrochloride (94 mg, 0.13 mmol), m.p. 162°-170° C.

Provenance & Evidence