Reference of 17288-35-6 ,Some common heterocyclic compound, 17288-35-6, molecular formula is C8H6N2O2, its 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.
A mixture of 1H-pyrrolo [3 ,2-bj pyridine15 2-carboxylic acid (69 mg, 426 imol, 1 eq), HATU (162 mg, 426 imol, 1 eq), TEA (86 mg, 851 imol, 119 tL, 2 eq) in 2 mL of DMF was stirred at 15C for 0.5 hour, then compound 30(110 mg, 426 imol, 1 eq, HC1 salt) was added at 15C and the mixture was stirred at 15C for 11.5 hours. The mixture was filtered and the filtrate was purified by prep-HPLC (TFA condition) to give 53.5 mg of compound 418 (98 imol, 23% yield, 95.0% purity, TFA salt) as a brown solid. ?H NMR (400MHz, METHANOL-c/4) oe = 8.67 (d, J=5.6 Hz, 1H), 8.62 (d, J=8.3 Hz, 1H), 7.78(dd, J5.7, 8.3 Hz, 1H), 7.69 – 7.27 (m, SH), 7.22 – 6.90 (m, 1H), 3.90 (br s, 1H), 3.66 – 3.48(m, 2H), 3.07 – 2.76 (m, 1H), 2.38 – 2.03 (m, 2H), 2.01 – 1.67 (m, 4H), 1.44 (br t, J=3.7 Hz,2H), 1.42-1.30 (m, 4H), 1.27 (brt,J=7.OHz, 2H), 1.29- 1.24(m, 1H)LCMS (ESI+): m/z 403.3 (M+H)
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. 17288-35-6, 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem