Hydrochloric Acid → (R)-3-(1-(6-chloro-5-cyanopyrazin-2-yl)piperidin-3-yl)-1-methyl-1-phenylurea

Participants

Reaction Steps

(R)-tert-Butyl 1-(6-chloro-5-cyanopyrazin-2-yl)piperidin-3-ylcarbamate (87, 400 mg, 1.20 mmol) was treated with 10 mL 4N HCl in dioxane for 2 hours. The mixture was concentrated in vacuo to dryness. It was dissolved in 3 mL DMF/15 mL dioxane. To it were added DIEA (2.09 mL, 12 mmol) and then N-methyl-N-phenylcarbamoyl chloride (610 mg, 3.6 mmol). The mixture was stirred for 3 hours, diluted with 100 mL EtOAc, washed with water ×3, dried, concentrated and subjected to flash column with 0 to 4% MeOH in DCM to isolate (R)-3-(1-(6-chloro-5-cyanopyrazin-2-yl)piperidin-3-yl)-1-methyl-1-phenylurea (513, 530 mg) in quantitative yield.

Provenance & Evidence