Synthetic Route of 1259224-00-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1259224-00-4, name is tert-Butyl (1-(4-aminophenyl)cyclobutyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
To a solution of 2-chloro-3-(2-phenylethynyl)pyridine (426 mg, 2 mmol),Pd2(dba)3 (90 mg, 0.1 mmol), X-phos (190 mg, 0.4 mmol) and Cs2C03 (978 mg, 3 mmol) in Dioxane (8mL) was added tert-butyl l-(4-aminophenyl)cyclobutylcarbamate (524 mg, 2 mmol). The mixture degassed and charged with N2 for three times. And then the resulting mixture was stirred at 120 C for 60min by microwave irradiation. The reaction mixture was filtered by filter paper. The filtrate was concentrated under reduced pressure to get crude product, which was purified by flush column chromatography on silica gel (eluting with petroleum ether/ethyl acetate=l 00/1 -1/1) to yield the desired product tert-butyl l-(4-(3-(2-phenylethynyl)pyridin-2- ylamino)phenyl)cyclobutylcarbamate (220 mg, 25% yield^HNMR: MeOD 400MHz ? 8.08(s, lH), 7.71~7.69(d, 1H, J=8), 7.57~7.53(m, 4H), 7.38-7.36 (m, 5H), 6.75 (s, lH), 2.80-2.76 (m, 4H), 2.15-2.00 (m, 1H), 1.95-1.82 (m, 1H), 1.36 (s, 9H).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl (1-(4-aminophenyl)cyclobutyl)carbamate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; SKELTON, Nicholas; GRADL, Stefan; BLAKE, James F.; GRAHAM, James M.; GUNAWARDANA, Indrani W.; HENTEMANN, Martin; MARLOW, Allison L.; TANG, Tony P.; WO2013/78254; (2013); A1;,
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