Hydrochloric Acid → HCID 178428423, compound

Participants

Reaction Steps

10.56 g (26.17 mmol) 5-(3,5-dicyano-1,2,6-trimethyl-1,4-dihydro-pyridin-4-yl)-3-methyl-indazole-1-carboxylic acid tert-butyl ester, from Synthetic Example 16, were dissolved in 70 mL dioxane. 350 mL of a 4 M solution of hydrochloric acid in dioxane was added. The mixture was stirred for 2 hours and then concentrated under vacuum. The residue was dissolved in ethyl acetate, washed with saturated sodium hydrogen carbonate solution and dried over magnesium sulfate. Purification with column chromatography gave 1,4-dihydro-1,2,6-trimethyl-4-(3-methyl-1H-indazol-5-yl)-3,5-pyridinedicarbonitrile (5.46 g, 68.8%). (Cpd. No. 306, Table 7). 1H-NMR (DMSO-D6): δ=12.67 (br s, 1H), 7.50 (s, 1H), 7.48 (d, 1H), 7.26 (d, 1H), 4.44 (s, 1H), 3.21 (s, 3H), 2.48 (s, 3H), 2.24 (s, 6H) ppm. MS (ES+): 304.45 (M++1, 100%).

Provenance & Evidence