4-Methyl-2-pyridinemethanol

To a solution of 2, 4-lutidine 1-oxide (10.11 g, 82.10 mmol) in DCM (200 mL) was slowly added dropwiseTFAH (51.37 g, 244.6 mmol) in DCM (50 mL) and the reaction was stirred at room temperature for 3.5 days. Concentrated under reduced pressure to removeSolvent, add MeOH (200 mL) and saturated K2CO3 solution (250 mL), stir at room temperature for 3 h and concentrate under reduced pressure to remove MeOH, Methane (200 mL x 3), the organic phase was dried over anhydrous Na2SO4 and concentrated to give 4 g of product as a brown oil, yield:39.6percent.Manufacturing Example 11-1-3 (4-Methyl-pyridin-2-yl)-methanol; 5 N Aqueous sodium hydroxide solution (2 mL) and methanol (4 mL) were added to acetic acid 4-methyl-pyridin-2-ylmethyl ester (774 mg, 4.69 mmol) described in Manufacturing Example 11-1-2, and this mixture was stirred for 10 minutes at 60° C. The reaction solution was partitioned into water and ethyl acetate. The separated aqueous layer was further extracted with ethyl acetate twice. The ethyl acetate layers were combined and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (410 mg, 71.0percent).5 N Aqueous sodium hydroxide solution (2 mL) and methanol (4 mL) were added to acetic acid 4-methyl-pyridin-2-ylmethyl ester (774 mg, 4.69 mmol) described in Manufacturing Example 11-1-2, and this mixture was stirred for 10 minutes at 60° C. The reaction solution was partitioned into water and ethyl acetate. The separated aqueous layer was further extracted with ethyl acetate twice. The ethyl acetate layers were combined and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (410 mg, 71.0percent). a) Example 215

Molecular Weight:123.15
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:123.068413911
Monoisotopic Mass:123.068413911
Topological Polar Surface Area:33.1
Heavy Atom Count:9
Complexity:85
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes