Dimethylcarbamoyl Chloride → Hydrochloric Acid

Participants

Reaction Steps

Compound 163 (40 mg, 0.07 mmol) was dissolved in 3 mL NMP. To it were added DIEA (125 μL, 0.71 mmol) and then dimethylcarbamic chloride (20 μL, 0.21 mmol). The reaction was quenched in 1 h using TFA (0.2 mL). The mixture was directly subjected to reverse phase preparative HPLC to isolate (R)-3-(4-(1-(dimethylcarbamoyl)piperidin-4-yl)phenylamino)-5-(3-(4-methoxybenzamido)piperidin-1-yl)pyrazine-2-carboxamide (172) as HCl salt (13 mg). MS found for C32H40N8O4 as (M+H)+ 601.3, (M−H)− 599.3. UV: λ=257, 279, 304, 336, 372 nm.

Provenance & Evidence