3-Amino-2-methoxy-4-methylpyridine

IM01: 2-Methoxy-4-methyl-pyridin-3-ylamineThe title compound is commercially available. A mixture of 4-methyl-2-methoxy-3-nitropyridine (4.5 g, 26.8 mmol), NHThe title compound is commercially available. A mixture of 4-methyl-2-methoxy-3- nitropyridine (4.5 g, 26.8 mmol), NH(1) 37.0 g of metallic sodium was added in portions to 383 mL of methanol in a 1 L three-necked flask, Control of hydrogen gas emission should not be too severe, Until all the dissolution of sodium crumbs, 38.3 g of compound 1 (2-chloro-3-amino-4-methylpyridine)And 5.1 g of cuprous iodide and the just-prepared sodium alkoxide solution were put into a 1 L autoclave, Heated to 110 ° C reaction 14h. After completion of the reaction, the solvent was removed by rotary evaporation, and the residue was poured into ice water, The resulting aqueous phase was extracted twice with 500 mL of methyl tert-butyl ether (MTBE)The organic phase is then dried and concentrated, The product was spin-dried (29.4 g, yield of 78.7percent).TLC information (petroleum ether: ethyl acetate = 10: 1): starting material Rf = 0.4, product Rf = 0.7.(1) Add 37.0 g of sodium metal (Na) to 383 ml of methanol (MeOH) in 1L three-necked flask in portions, and add hydrogen over about 50 min to control the release of hydrogen. When Na is clear, dissolve 38.3 g of compound 12- Methyl-3-aminopyridine and cuprous iodide were all placed in a 1 L autoclave and heated to 110 ° C. overnight (about 14 h); on the next day, the reaction was complete by TLC and the solvent was decanted and ice-dissolved. 500 mL of MTBE Ether), the organic phase was dried and the solvent was decanted to give 229.4 g of product in 78.7percent yield.TLC information: Raw Rf = 0.4, Product Rf = 0.7.Developing solvent: petroleum ether: ethyl acetate (PE: EA) = 10: 1.

Molecular Weight:138.17
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:138.079312947
Monoisotopic Mass:138.079312947
Topological Polar Surface Area:48.1
Heavy Atom Count:10
Complexity:108
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes