Newkome, George R. published the artcileFunctionalization of 2-methyl- and 2,7-dimethyl-1,8-naphthyridine, Formula: C10H10N2, the publication is Journal of Organic Chemistry (1990), 55(9), 2838-42, database is CAplus.
2,7-Dimethyl-1,8-naphthyridine (I) was prepared from 2-methyl-1,8-naphthyridine (II) by reaction with 3 equiv of MeLi. Oxidation of I with 8 equiv of N-chlorosuccinimide gave 98% naphthyridine III (R = R1 = CCl3) (IV), while oxidation with 4 equiv gave 97% III (R = R1 = CHCl2). Hydrolysis of IV with H3PO4 followed by esterification gave the diester III (R = R1 = CO2Me) (V) in 80% overall yield. Reduction of V with NaBH(OMe)3 afforded 55% III (R = R1 = CH2OH). Similar functionalization of II afforded III (R = H, R1 = CCl3) (VI) in 85-94% yield, along with 6-chloro-2-(trichloromethyl)-1,8-naphthyridine. Methanolysis of VI gave 78% III (R = H, R1 = CO2Me), which on reduction with NaBH(OMe)3 afforded 59% III (R = H, R1 = CH2OH). Treatment of VI with KOH caused a displacement of the trichloromethyl moiety, generating 1,8-naphthyridin-2-one VII (R1 = H) as the sole product. Similarly, IV gave VII (R1 = CCl3) under mild conditions or a mixture of VII (R1 = CO2Et, CCl3) when refluxed in EtOH.
Journal of Organic Chemistry published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Formula: C10H10N2.
Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem