1,2-Dichloroethane → HCID 53380046, compound

Participants

Reaction Conditions

Reaction Steps

To a microwave vial was added 1-{3-[1-(cyclopropylmethyl)-3-methyl-2,2-dioxido-1,3-dihydro-2,1,3-benzothiadiazol-5-yl]phenyl}methanamine hydrochloride (23-2) (0.025 g, 0.066 mmol), EDC (0.016 g, 0.086 mmol), HOBt (0.012 g, 0.086 mmol), NMP (1 mL), and finally DIPEA (0.024 mL, 0.14 mmol). The reaction mixture was then heated under microwave irradiation at 100° C. for 10 minutes. The crude reaction mixture was then allowed to cool to room temperature, diluted with methanol, then filtered and concentrated. Purification of crude reaction mixture by reverse phase chromatography (Waters Sunfire MSC18, 10% acetonitrile/0.1% trifluoroacetic acid/water→100% acetonitrile/0.1% trifluoroacetic acid/water) to give 2-cyano-N-{3-[1-(cyclopropylmethyl)-3-methyl-2,2-dioxido-1,3-dihydro-2,1,3-benzothiadiazol-5-yl]benzyl}benzamide (23-3) as a tan solid and 2-{3-[1-(cyclopropylmethyl)-3-methyl-2,2-dioxido-1,3-dihydro-2,1,3-benzothiadiazol-5-yl]benzyl}-1H-isoindole-1,3(2H)-dione (23-4) as a tan solid.

Provenance & Evidence