Extracurricular laboratory: Synthetic route of 18088-01-2

The synthetic route of 18088-01-2 has been constantly updated, and we look forward to future research findings.

Related Products of 18088-01-2 , The common heterocyclic compound, 18088-01-2, name is (2,6-Dimethylpyridin-4-yl)methanol, molecular formula is C8H11NO, 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.

To a solution of 2,6-dimethylpyridylmethyl alcohol (5.0 g, 36.4 mmol) and NEt3 (12.7 mL, 91.1 mmol) in DCM (100 mL) was added methanesulfonyl chloride (5.62 mL, 72.9 mmol). The mixture was stirred for one hour at r.t. and then concentrated in vacuo. The residue was dissolved in EtOAc (100 mL), washed with sat aq NaHCO3 solution (50 mL), brine (50 mL), dried (MgSO4) and concentrated in vacuo to give a mixture of (2,6- dimethylpyridin-4-yl)methyl methanesulfonate and 4-(chloromethyl)-2, 6-dimethylpyridine (4.86 g). A portion (2.0 g) of this mixture was dissolved in DMF (4 mL), JV-ethylamine (1.79 mL, 32.2 mmol) added and the mixture heated in a Biotage Initiator microwave at 170 0C for 20 minutes at normal absorption. The reaction mixture was concentrated in vacuo and the residue purified by reverse phase chromatography to give (4-methyl-JV- ethylamine)-2, 6-dimethylpyridine (702 mg, 28%) as a colourless oil.

The synthetic route of 18088-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOVITRUM AB (publ); WO2009/147211; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem