Extracurricular laboratory: Synthetic route of 36947-69-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(tert-Butyl)-1H-imidazole, and friends who are interested can also refer to it.

Synthetic Route of 36947-69-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 36947-69-0 name is 2-(tert-Butyl)-1H-imidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A microwave tube was charged with 2,6-dibromo-N-tert-butylpyridine-4-carboxamide (intermediate 1, step A) (0.84 g, 2.5 mmol), 2-(tert-butyl)-1H-imidazole (310 mg, 2.5 mmol), potassium phosphate (1.06 g, 5 mmol) and tetrabutylammoniumbromide (403 mg, 1.25 mmol), DMSO (5 ml) was added, the reaction mixture purged with argon for 5 mm in an ultrasonic bath, copper(I)iodide (47.6 mg, 250 tmol) and 4,7-dihydroxy-1,10-phenanthroline (106 mg, 500 tmol) were added, the tube was sealed and the reaction mixture was allowed to stir for 20h at 120C. The reaction mixture was cooled to room temperature, diluted with water (10 nil), and the precipitate collected by filtration. The crude product (950 mg) was purified by flash chromatography on silica gel [heptane/ ethyl acetate (20-80%)j to yield the title compound (494 mg, 52%) as an off-white solid, MS (ISN) mlz = 381.1 [(M+H)i, mp 216C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(tert-Butyl)-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HOENER, Marius; WICHMANN, Juergen; (65 pag.)WO2017/9274; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem