1,4-Dioxane → HCID 178440827, compound

Participants

Reaction Steps

[5-(3-tert-Butyl-phenyl)-4,5,6,7-tetrahydro-2H-indazol-5-yl]-carbamic acid tert-butyl ester (84 mg, 0.23 mmol) was dissolved in 4 N hydrogen chloride in dioxane (2 mL, 8 mmol) at room temperatrure for 90 min, whereupon the reaction was deemed complete by TLC. The reaction mixture was concentrated under reduced pressure and the amine hydrochloride salt was basified by partitioning between 1 N aqueous NaOH and 33% isopropanol in chloroform. The organic layer was separated and the aqueous layer extracted twice with additional 33% IPA/CHCl3. The combined organic layers were dried (Na2SO4), filtered and concentrated. LC/MS analysis showed 90% pure material, which was taken to subsequent reactions: Rf=0.098 in 25% MeOH/CH2Cl2; retention time=0.98 min, method [7]; mass spec (ESI) 270 (6), 254 (23), 253 (100), 197 (12).

Provenance & Evidence