反应详情

3-[4-(Aminomethyl)-1,2,5-oxadiazol-3-yl]-4-(3-chloro-4-fluorophenyl)-1,2,4-oxadiazol-5(4H)-one (10 mg, 0.003 mmol) was dissolved in ACN (0.2 mL) and DCM (0.2 mL). Benzenesulfonyl chloride (11 mg, 0.064 mmol) DIPEA (12 mg, 0.096 mmol) and DMAP (0.4 mg, 0.003 mmol) were dissolved in DMF (1 mL). The reaction was stirred at rt for 6 hrs. The reaction was then diluted with MeOH and purified by preparative LCMS. The intermediate was stripped to dryness, redissolved in EtOH (1 mL) and 1 M of sodium hydroxide in water (0.06 mL) was added. The reaction was stirred at rt for 1 hr, quenched with acetic acid, diluted with MeOH and the crude residue was purified by preparative LCMS to afford the desired product (2.4 mg). MF=C16H13ClFN5O4S; LCMS calculated for C16H14ClFN5O4S(M+H)+: m/z=426.0.

1. custompurified by preparative LCMS
2. dissolutionredissolved in EtOH (1 mL)
3. addition1 M of sodium hydroxide in water (0.06 mL) was added
4. stirringThe reaction was stirred at rt for 1 hr
5. customquenched with acetic acid
6. additiondiluted with MeOH
7. customthe crude residue was purified by preparative LCMS