The origin of a common compound about 58584-92-2

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 58584-92-2, 2-Amino-6-chloronicotinic acid.

Application of 58584-92-2, 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. 58584-92-2, name is 2-Amino-6-chloronicotinic acid, molecular formula is C6H5ClN2O2, The 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.

To a solution of (S)-2-((tert-butoxycarbonyl)ammo)-3-(3,5- difluorophenyl)propanoic acid (1.746 g, 5.79 mmol) in DCM (77 mL) was added N- methy lmorpholine (1.59 mL, 14.49 mmol) followed by isobutyl chloroformate (1.52 mL, (0554) 11.6 mmol). The reaction was then cooled to -20 °C (IPA/dry ice) and 2-amino-6- chloronicotimc acid (1.00 g, 5.79 mmol) was added. The reaction slurry was allowed to slowly warm to ambient temperature overnight as bath thawed for 18 h. The reaction was heated to reflux for 2 h. Upon cooling to ambient temperature, the mixture was filtered. The filtrate was diluted with EtOAc. The organic layer was washed with saturated sodium bicarbonate, brine, dried (Na2S04) and concentrated in vacuo. The crude product was triturated with hexane and filtered to give the title product which contained some of the undesired enantiomer as a yellow solid (1.34 g, used as is). NMR (500 MHz. CDCh) delta 8.51 – 8.44 (m, 1H), 7.60 – 7.54 (m, 1H), 6.73 – 6.68 (m, 3H), 5.50 – 5.43 (m, 1H), 5.03 (br d, J=5.5 Hz, 1H), 3.42 – 3.35 (m, 1H), 3.20 – 3.12 (m, 1H), 1.48 – 1.43 (m, 9H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 58584-92-2, 2-Amino-6-chloronicotinic acid.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BABU, Suresh; BELEMA, Makonen; BENDER, John A; IWUAGWU, Christiana; KADOW, John F.; KUMARAVEL, Selvakumar; NAGALAKSHMI, Pulicharla; NAIDU, B. Narasimhulu; PATEL, Manoj; PEESE, Kevin M; RAJAMANI, Ramkumar; SAULNIER, Mark; WANG, Alan Xiangdong; (536 pag.)WO2018/203235; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem