1,8-Diazabicyclo(5.4.0)undec-7-ene → Hydrochloric Acid

Participants

Reaction Steps

To a solution of 1,2-benzenedisulfonyl dichloride (72 mg, 0.26 mmol) and DCE (3 mL) at 40° C. was added a solution of tert-butyl (4-aminophenyl)(pyridin-2-ylmethyl)carbamate (78 mg, 0.26 mmol) and DBU (0.09 mL, 0.57 mmol) in dry DCE (2 mL). After 48 h, the heat was removed and the r×n was added to DCM:H2O (1:1, 5 mL) and the organic layer was separated. The aqueous layer was extracted with DCM (2×5 mL) and the collected organic layers were washed with Brine (5 mL), and dried over MgSO4. After filtration and concentration under reduced pressure, the residue was purified by preparative HPLC. The pure material was dissolved in DCM (1 mL) and 4M HCl in dioxane (0.5 mL) was added. After 3 h, the solvent was removed to provide 2-(4-((pyridin-2-ylmethyl)amino)phenyl)benzo[d][1,3,2]dithiazole 1,1,3,3-tetraoxide as an HCl Salt

Provenance & Evidence