Diisopropylethylamine → HCID 86691841, compound

Participants

Reaction Steps

To a microwave vial, 2-[1-(2,2-dimethylpropyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl]-4-[1-hydroxyethyl]benzonitrile (30-2) (35 mg, 0.1 mmol) was dissolved in DCM (0.25 ml) under nitrogen, followed by the addition of Diisopropyl ethyl amine (50 mg, 0.39 mmol). In a separate vial under nitrogen, SO3 Pyridine complex (61 mg, 0.39 mmol) was dissolved in DMSO (0.25 ml). The DMSO solution was then added slowly to DCM solution and allowed to stir at room temperature. After 30 minutes, the mixture was diluted with methanol, and passed through a syringe filter. The solution was purified using reverse phase chromatography (10-100%, 0.1% TFA in H2O/Acetonitrile) and the desired fractions were collected and concentrated to produce 4-acetyl-2-[1-(2,2-dimethylpropyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl]benzonitrile (31-1). HRMS (M+H)+: observed=363.1832, calculated=363.1816.

Provenance & Evidence