5-Chloro-2-methoxypyridine

Colorless to light yellow liquid

a. General procedure: [0548] At -78 C., LDA (2 molar in THFheptane/ethylbenzene)was added to a solution of the appropriate pyridinederivative in THF (3 ml/mmol), the mixture was stirred for2-4 h and triisopropyl borate was then added quickly. Thereaction mixture was maintained at -7S C. for a further 2-3hand then slowly thawed to RT overnight. After addition ofwater, the THF was removed under reduced pressure and theaqueous phase was extracted twice with ethyl acetate Theaqueous phase was acidified with 2M hydrochloric acid, generallyresulting in formation of a precipitate which was filteredoff, washed with water and dried. The aqueous phasewas extracted three times with ethyl acetate. The combinedorganic phases were dried (sodium sulphate), filtered andconcentrated under reduced pressure.a. 6'-Methoxy-3, 4, 5, 6-tetrahydro-2H-[1, 3']bipyridinyl-4-carboxylic acid Using a similar procedure as for the preparation of XIII-1, using General procedure: Toa solution of 1 (1.00 mmol) in THF (7.0 mL) was added L-selectride(1 M in THF, 3.0 mL, 3.00 mmol, 3 equiv) under an argonatmosphere. After being refluxed and monitored by TLC, thereaction mixture was quenched with MeOH and evaporated invacuo. The residue was purified by silica gel column chromatographyto give the desired compound 2.

Molecular Weight:143.57
XLogP3:2.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:143.0137915
Monoisotopic Mass:143.0137915
Topological Polar Surface Area:22.1
Heavy Atom Count:9
Complexity:89.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes