反应详情

To a suspension of 5-chloro-2-methylnicotinoyl chloride (Ex. 17 step 1) and trans-4-(3,4,5-trimethyl-pyrazol-1-ylmethyl)-cyclohexylamine (step 3) (197 mg, ca. 0.67 mmol) in dry DCM (6.5 mL) is added triethylamine (0.37 mL, 2.68 mmol). The mixture is stirred at room temp for 45 minutes. Water (20 mL) is added and the mixture is extracted with EtOAc (3×20 mL). The EtOAc extracts are combined, washed with saturated brine (20 mL), dried (MgSO4), filtered and evaporated to give a pale yellow gum. The mixture is purified by chromatography on silica gel eluting with 0-100% EtOAc to give a colourless solid which was triturated with Et2O to afford the title product. MS m/z 375.3/377.3 [M+H]+1H NMR (400 MHz, DMSO-d6) δ 8.54 (1H, d), 8.39 (1H, d), 7.79 (1H, d), 3.74 (2H, d), 3.67 (1H, m), 2.47 (3H, s), 2.10 (3H, s), 2.02 (3H, s), 1.88 (2H, m), 1.83 (3H, m), 1.70 (1H, m), 1.57 (2H, m), 1.14 (4H, m).

1. extractionthe mixture is extracted with EtOAc (3×20 mL)
2. washwashed with saturated brine (20 mL)
3. dry with materialdried (MgSO4)
4. filtrationfiltered
5. customevaporated
6. customto give a pale yellow gum
7. customThe mixture is purified by chromatography on silica gel eluting with 0-100% EtOAc
8. customto give a colourless solid which
9. customwas triturated with Et2O