tert-Butanol → [5-(6-Chloropyridazin-3-yl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl](2-trifluoromethylphenyl)methanone

Participants

Reaction Conditions

Reaction Steps

(3,4,5,6-Tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl)(2-trifluoromethylphenyl)methanone trifluoroacetate (1 g, 2.52 mmol, example 1b) was dissolved in 18 ml of NMP and admixed with potassium tert-butoxide (849 mg, 7.57 mmol). tert-Butanol formed was drawn off on a rotary evaporator, and 3,6-dichloropyridazine (376 mg, 2.52 mmol) was added. The reaction mixture was stirred in a microwave reactor at 100° C. for 10 min. After adding 0.5 eq of 3,6-dichloropyridazine each time, the mixture was stirred twice more at 100° C. for 15 min in the microwave reactor. The residue was admixed with water and ethyl acetate, and the organic phase was removed, concentrated and purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 669 mg (67%), M+H+: 395.08.

Provenance & Evidence