Synthetic Route of 18617-50-0 , The common heterocyclic compound, 18617-50-0, name is Ethyl 6-hydroxynicotinate, molecular formula is C8H9NO3, 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.
Stage 1 : A mixture of {4-[(4-{[(tert-butoxy)carbonyl]amino}piperidin-1-yl)methyl]phenyl}boronic acid (800mg; 2.39 mmol; prepared as described for the synthesis of intermediate X.7 without BOC deprotection step), ethyl 6-hydroxypyridine-3-carboxylate (420 mg; 2.51 mmol), copper(II) acetate (250 mg; 1.38 mmol) and pyridine (210 muIota; 2.60 mmol) in DCM (10 ml) is stirred overnight. The mixture is filtered and extracted with water. The organic layer is dried with sodium sulphate, filtered and evaporated. The residue is purified by silica gel column chromatography (gradient DCM / methanol 98:2 94:4) to yield ethyl 1-{4-[(4-{[(tert-butoxy)carbonyl]amino}piperidin-1-yl)methyl]phenyl}-6-oxo-1,6-dihydropyridine-3-carboxylate. Yield: 580 mg (53percent of theory). C25H33N3O5. ESI Mass spectrum: m/z = 456 [M+H]+.
The synthetic route of 18617-50-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HECKEL, Armin; BLUM, Andreas; HAMPRECHT, Dieter; KLEY, Joerg; WO2013/92674; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem