Extracurricular laboratory: Synthetic route of 3-Bromopyridin-2(1H)-one

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 13466-43-8, 3-Bromopyridin-2(1H)-one.

Reference of 13466-43-8, 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. 13466-43-8, name is 3-Bromopyridin-2(1H)-one, molecular formula is C5H4BrNO, 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.

In a sealed tube, a suspension of 400 mg (1.09 mmol) of tert-butylN-[1-[(4-acetylenyl-6- isoquinolyl)methyl] -4-piperidyl]carbamate, 240 mg( 1.38 mmol) of 3 -bromo-2-hydroxypyridine, 77 mg(0.1 1 mmol) of Pd(PPh3)2C12 and 535 mg (1.64 mmol) of Cs2CO3 in 10 mL of DMF under an inert atmo sphere was stirred at 110C for 16 h. The mixture was extracted with EA/H20. The organic layerwashed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo to give the crude product,which was purified via silica gel (pure EA) to give 107 mg of product as a light yellow semisolid.MS (+ESI): 459.3 [M+H].?H NMR (400 MHz, DMSO-d6+D20) ppm: 9.35 (s, 1H), 8.88 (s, 1H), 8.36 (d, J = 4.8 Hz, 1H), 8.30 (s, 1H), 8.22-8.20 (m, 2H), 7.65 (d, J = 8.0 Hz, 1H), 7.56 (s, 1H), 7.44 (m, 1H), 3.66 (s, 2H), 3.19 (m, 1H),2.73 (m, 2H), 2.05 (m, 2H), 1.66 (m, 2H), 1.37 (m, 2H), 1.32 (s, 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 13466-43-8, 3-Bromopyridin-2(1H)-one.

Reference:
Patent; BASILEA PHARMACEUTICA AG; POHLMANN, Jens; STIEGER, Martin; REINELT, Stefan; LANE, Heidi; (286 pag.)WO2016/128465; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem