反应详情

tert-Butyl (2R,3R)-1-(5-carbamoyl-6-(4-(1-cyclopentylpiperidin-4-yl)phenylamino)pyrazin-2-yl)-2-methylpiperidin-3-ylcarbamate (313) (430 mg, 0.74 mmol) was treated in DCM (20 mL) and TFA (7 mL) at room temperature for 2 hours. The mixture was concentrated in vacuo, dissolved in MeOH/water, and subjected to reverse phase prep HPLC using 5 mM HCl in water and neat MeCN as mobile phases to isolate 5-((2R,3R)-3-amino-2-methylpiperidin-1-yl)-3-(4-(1-cyclopentylpiperidin-4-yl)phenylamino)pyrazine-2-carboxamide (314) as HCl salt. LC-MS (ESI): m/z (M+1) 478.5. UV: λ=264, 274, 304, 335, 372 nm. Proton NMR (CD3OD): δ 7.66 (1H, s), 7.58 (2H, d, J=8.5 Hz), 7.27 (2H, d, J=8.5 Hz), 5.03 (1H, m), 4.32 (1H, d, J=11.0 Hz), 3.72 (2H, d, J=10.0 Hz), 3.56 (1H, m), 3.45 (1H, m), 3.14 (2H, m), 3.11 (1H, m), 2.88 (1H, m), 2.22-1.70 (16H, m), 1.32 (3H, d, J=7.0 Hz) ppm.

1. concentrationThe mixture was concentrated in vacuo
2. dissolutiondissolved in MeOH/water