Hydrochloric Acid → HCID 86612151, compound

Participants

Reaction Steps

A solution of 4-fluorobenzenesulfonic 2-(cyclopropanecarbonylamino)benzo-thiazol-6-yl ester (example 53, brevetbenzothiazole_V2) (145 mg, 0.37 mmol) and N-isopropylethylenediamine (233 μl, 1.85 mmol) in 4.5 ml of NMP is heated at 150° C. by microwave for 5 minutes. The crude reaction product is diluted with EtOAc, washed 3 times with water and extracted twice with EtOAc. The organic phases are combined, dried over sodium sulfate, filtered and then evaporated to dryness. The 165 mg of crude product are purified by chromatography on silica: 8 g AIT column, eluent: 90/10/1 CH2Cl2/MeOH/—NH4OH. The solid obtained (96 mg) is dissolved in EtOAc and then brought to pH 2 with hydrochloric acid dissolved in EtOAc. The suspension is evaporated to dryness and taken up in 5 ml of water, and then freeze-dried to give 76 mg of 4-(2-isopropylaminoethylamino)benzenesulfonic 2-(cyclo-propanecarbonylamino)benzothiazol-6-yl ester hydrochloride.

Provenance & Evidence