Potassium Carbonate → HCID 178479762, compound

Participants

Reaction Conditions

Reaction Steps

trans-4-Aminocyclohexanecarboxylic acid (5.01 g, 35.0 mmol) and potassium carbonate (4.83 g, 35.0 mmol) were dissolved in water (20 mL). 2,4-Dichloro-5-nitropyridine (6.75 g, 35.0 mmol) was added as a solution in dioxane (40 mL), and the reaction was stirred at 80° C. for 8 hours. The dioxane solvent was removed under vacuum. The remaining aqueous solution was acidified with aqueous 2N HCl (approx. pH 2-3), and the resulting precipitate was collected and washed with water, and then DCM. The solid was dried under high vacuum to yield trans-4-(2-chloro-5-nitropyridin-4-ylamino)cyclohexanecarboxylic acid hydrochloride as a yellow solid (8.79 g, 74.8% yield). MS m/z=300.0 [M+H], calc 299.71 for C12H14ClN3O4.

Provenance & Evidence