Application of 139308-52-4, The chemical industry reduces the impact on the environment during synthesis 139308-52-4, name is Ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.
(4-(((Trans)-4-morpholinocyclohexyl)amino)quinazolin-6-yl)boronic acid (30 mg, 0.084mmol) was dissolved in EtOH (1 mL) and added to a vial containing ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate (29.0 mg, 0.126 mmol) and Si-DPP-Pd (64.8 mg, 0.0 17mmol). Potassium carbonate (1M in water, 0.084 ml, 0.168 mmol) was added, the vial wassealed and the resulting mixture was then heated to 125 C for 10 minutes under microwave irradiation. The mixture was filtered and purified by mass triggered reverse phase HPLC (ACN/water with 0.1% TFA modifier) to afford the title product as a TFA salt. MS: 465 (M+1). ?H NMR (DMSO-d6, 600 MHz) oe 9.79 (s, 1H), 8.89 (s, 1H), 8.75 (s, 1H), 8.48 (s,1H), 8.25 (d, J = 8.69 Hz, 1H), 7.81 (d, J = 8.67 Hz, 1H), 4.39 (br s, 1H), 4.14 (q, J = 7.10 Hz, 2H), 4.02-4.00 (m, 2H), 3.95 (s, 3H), 3.71-3.69 (m, 2H), 3.44-3.39 (br s, 1H), 2.52-2.50 (m, 4H), 2.20-2.18 (m, 2H), 2.10-2.08 (m, 2H), 1.64-1.58 (m, 4H), 1.16 (t,J= 7.10 Hz, 3H).
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 3-bromo-1-methyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; ANDRESEN, Brian, M.; BRUBAKER, Jason, D.; CHILDERS, Matthew, L.; DONOFRIO, Anthony; FISCHMANN, Thierry; GIBEAU, Craig, R.; KATTAR, Solomon, D.; LESBURG, Charles, A.; LIM, Jongwon; MACLEAN, John, K. F.; MANSOOR, Umar, F.; NORTHRUP, Alan, B.; SANDERS, John, M.; SMITH, Graham, F.; TORRES, Luis; (91 pag.)WO2016/53771; (2016); A1;,
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