Synthesis of bosutinib from 3-methoxy-4-hydroxybenzoic acid.
This paper reports a novel synthesis of bosutinib starting from 3-methoxy-4-hydroxybenzoic acid. The process starts with esterification of the starting material, followed by alkylation, nitration, reduction, cyclization, chlorination and two successive amination reactions. The intermediates and target molecule were characterized by (1)H-NMR, (13)C-NMR, MS and the purities of all the compounds were determined by HPLC.
Yin
Xiao Jia
XJ
School of Pharmacy, Nanjing Medical University, Nanjing 210029, China.
Xu
Guan Hong
GH
Sun
Xu
X
Peng
Yan
Y
Ji
Xing
X
Jiang
Ke
K
Li
Fei
F
D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry*; D010226:Parabens / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry*
D000814:Aniline Compounds; D009570:Nitriles; D010226:Parabens; D011804:Quinolines; C471992:bosutinib; C038193:4-hydroxybenzoic acid