Synthetic Route of 6232-12-8, 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. 6232-12-8, name is Ethyl 4-(aminomethyl)benzoate hydrochloride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Reference Example 178 ethyl 5-{[({4-[(ethyloxy)carbonyl]phenyl}methyl)amino]carbonyl}-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate (2089) (2090) To a mixture of 2-[(ethyloxy)carbonyl]-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxylic acid (600 mg, 2.24 mmol) obtained in Reference Example 176 and THP (6 mL) were added oxalyl chloride (0.590 mL, 6.72 mmol) and DMF (0.0500 mL, 0.650 mmol) and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure. To a suspension of the concentrated residue in THF (6 mL) were added ethyl 4-(aminomethyl)benzoate hydrochloride (966 mg, 4.48 mmol) and triethylamine (1.20 mL, 8.96 mmol), and the mixture was stirred at room temperature for 12 hrs. The reaction mixture was concentrated under reduced pressure and ethyl acetate was added to the obtained residue. The organic layer was washed with 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution, 1N hydrochloric acid and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated residue was crystallized from ethyl acetate to give the title compound as a white powder (771 mg, 80%). (2091) melting point: 227-228 C. (2092) 1H NMR (300 MHz, DMSO-d6) delta 1.31 (3H, t, J=6.2 Hz), 1.36 (3H, t, J=6.2 Hz), 4.31 (2H, q, J=7.1 Hz), 4.40 (2H, q, J=7.1 Hz), 4.65 (2H, d, J=5.5 Hz), 7.50 (2H, d, J=8.5 Hz), 7.93 (2H, d, J=8.5 Hz), 8.57 (1H, s), 11.27 (1H, s), 13.53 (1H, s).
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, Ethyl 4-(aminomethyl)benzoate hydrochloride, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Takeda Pharmaceutical Company Limited; Terauchi, Jun; Nara, Hiroshi; Oki, Hideyuki; Sato, Kenjiro; (166 pag.)US2015/329556; (2015); A1;,
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