Electric Literature of 52605-96-6 , The common heterocyclic compound, 52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, 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.
V.16; 2-(3-methoxypropyl)pyridin-3-yl trifluoromethanesulfonate; Step 1: 3-methoxy-2-(3-methoxyprop-l-yn-l-yl)pyridine; To a solution of commercially available 2-chloro-3 ethoxy pyridine (1 eq.) in acetonitrile (1.9M) was added PdC12(CH3CN)2 (0.015 eq.), Cs2CO3 (2.4 eq.) and 2-(dicyclohexylphosphino)-2′-6′- 0 dimethoxy-l-l’-biphyl (S-PHOS; 0.044 eq.). The suspension was sonicated for 5min then 3- methoxyprop-1-yne (1.7 eq.) was added. The final mixture was stirred 12 h at 1000C, cooled down to room temperature, diluted with diethylether. The organic fraction was washed with water, brine, dried over Na2SO4, filtered and concentrated. Purification by column chromatography on silica gel, eluting with CH2Cl2/ Acetone 5% afforded the desired compound.
The synthetic route of 52605-96-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/23964; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem