Some common heterocyclic compound, 36070-84-5, name is 5-Bromopyrazine-2-carboxamide, molecular formula is C5H4BrN3O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 5-Bromopyrazine-2-carboxamide
Step 2: [6-(5-Carbamoyl-pyrazin-2-yloxy)-l-hydroxy-4-methyl-l, 3-dhydro- benzo[c] [ 1 ,2] oxaborol-3-yl] -acetic acid ethyl ester[0615] A suspension of (1 ,6-dihydroxy-4-methoxymethyl-l ,3-dihydro- benzo[c][l,2]oxaborol-3-yl)-acetic acid ethyl ester (150 mg, 0.600 mmol) and CS2CO3 (430 mg, 1.32 mmol) in DMF (4 mL) was treated with 5-bromo-pyrazine-2- carboxylic acid amide (158 mg, 0.780 mmol) at room temperature and the reaction was heated to 80 0C for 2 h. The reaction mixture was concentrated to dryness. The residue was diluted with water and adjusted to pH 2 with IN HCl. The aqueous phase was extracted with ethyl acetate. The organic phase was separated, dried (Na2SO4), and concentrated. The residue was purified by the flash column chromatography (silica, hexanes/ethyl acetate = 1 :2 to DCM/MeOH = 10: 1) to afford the title compound as a white solid (110 mg). 1H NMR (300 MHz, CD3OD) delta 8.90 (s, IH), 8.34 (s, IH), 7.48 (s, IH), 7.35 (s, IH), 7.08 (s, IH), 5.70 (s, IH), 5.69-5.66 (m, IH), 4.21 (q, 2H), 3.14-3.12 (m, IH), 2.49-2.41 (m, IH), 2.37 (s, 3H), 1.26 (t, IH). MS found: (M+H)+ : 372.2.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36070-84-5, its application will become more common.
Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; GLAXOSMITHKINE LLC; XIA, Yi; ALLEY, Michael, Richard Kevin; ZHOU, Yasheen; SINGH, Rajeshwar; DING, Charles; CAO, Kathy; PLATTNER, Jacob, J.; OU, Ligong; JIA, Guofeng; SARASWAT, Neerja; RAMACHANDRAN, Sreekanth; ZHOU, Ding; WO2011/17125; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem