Trifluoroacetic acid → HCID 58117093, compound

Participants

Reaction Steps

To a solution of 5-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester (250 mg, 0.52 mmol) in DCM (4.5 mL) was added TFA (0.5 mL). The reaction mixture stirred at RT for 1 h, then loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH then eluted with 2 M NH3 in MeOH, and concentrated in vacuo. The resultant residue was dissolved in DCM (6 mL) and triethylamine (0.48 mL, 3.28 mmol) was added. The reaction mixture was cooled to 0° C. then a solution of dimethylcarbamoyl chloride (57 μL, 0.615 mmol) in DCM (0.5 mL) was added. The reaction mixture was stirred at RT for 1 h, then partitioned between water and DCM. The organic layer was separated and washed with brine, then dried (Na2SO4) and concentrated in vacuo. The resultant residue was purified by column chromatography to give the title compound as a colourless oil (55 mg, 24%).

Provenance & Evidence