Analyzing the synthesis route of 6-Hydroxy-4-(trifluoromethyl)nicotinic acid

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. 849020-87-7, 6-Hydroxy-4-(trifluoromethyl)nicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference of 849020-87-7, Adding some certain compound to certain chemical reactions, such as: 849020-87-7, name is 6-Hydroxy-4-(trifluoromethyl)nicotinic acid,molecular formula is C7H4F3NO3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 849020-87-7.

In a 10 niL microwave vial to a suspension of 6-hydroxy-4-(trifluoromethyl)nicotinic acid (1048 mg, 5.06 mmol) in pyridine, anhydrous (6139 mu, 76 mmol) was added slowly diethyl chlorophosphate (749 mu, 5.19 mmol) at RT in an atmosphere of nitrogen. The reaction mixture was stirred at rt for 2 h. The suspension turned into a solution and then into a suspension again. To this, 5-bromo- 4-fluoro-2-((3S,5R)-3,4,5-trimethylpiperazin-1-yl)aniline (400 mg, 1.265 mmol) was added and the reaction was heated at 70 C for 3 h. After completion, pyridine was removed in vacuo and the residue partitioned between dichloromethane (3 mL) and saturated sodium bicarbonate solution (3 mL). The suspension was stirred for 10 min. The organic layer was separated, and dried over anhydrous Na2SC>4. The solvent was evaporated in vacuo yielding the crude product which was purified by flash column chromatography on silica gel (0-100%, 89% CH2C12, 10% MeOH, 1% NH4Ac/CH2Cl2) to afford the title compound (192 mg, 30%). 11H NMR (500 MHz, MeOD) delta 8.10 (d, J = 7.4 Hz, 1H), 7.92 (s, 1H), 7.09 (d, J = 10.1 Hz, 1H), 6.90 (s, 1H), 3.00 (d, J = 11.0 Hz, 2H), 2.57 (t, J = 11.0 Hz, 2H), 2.54 – 2.49 (m, 2H), 2.35 (s, 3H), 1.14 (d, J= 6.0 Hz, 6H); LCMS [M+l]+ = 505.00.

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. 849020-87-7, 6-Hydroxy-4-(trifluoromethyl)nicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem