Application of 63071-10-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 63071-10-3, name is (4-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
In a 50-mL round-bottomed flask was dissolved (4-chloropyridin-2-yl)methanol (4.6 g, 32.04 mmol) and tosyl chloride (6.72 g, 35.24 mmol) in DCM (10 mL) to give a colorless solution. To the mixture was added TEA (8.93 mL, 64.08 mmol) and DMAP (0.05 g). The reaction was stirred at RT for 0.5h, and washed with sat NH4CI (20 mL). The organic layer was dried (Na2SO4), filtered, and concentrated to give crude (4-chloropyridin-2-yl)methyl 4- methylbenzenesulfonate. To this product was added methyl 4-hydroxybenzoate (3.07 g, 20.15 mmol), K2CO3 (11.14 g, 80.60 mmol), and MeCN (100 mL). The reaction was stirred at 80 0C for 4h. The solvent was removed under reduced pressure, and to the residue was added water (50 mL) and EtOAc (100 mL). The aqueous layer was extracted with EtOAc (2 X 50 mL), and the combined organic layers were dried (Na2SO4), and concentrated to give crude methyl 4-((4-chloropyridin-2-yl)methoxy)benzoate. To this material was added LiOH (0.828 g, 34.57 mmol) and MeOH (100 mL). The reaction mixture was heated to 70 0C overnight and the solvent was removed under reduced pressure. The residue was diluted with water (50 mL) and concentrated HCl (12N) was added dropwise to adjust the pH to 1. The precipitate was collected by filtration to yield the title compound. 1H NMR (DMSO-ddelta) 65.28 (s, 2 H), 7.14 (d, 2 H), 7.54 (dd, 1 H), 7.66 (d, 1 H), 7.91 (d, 2 H), 8.58 (d, 1 H), 12.69 ( br s, 1 H).
According to the analysis of related databases, 63071-10-3, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27746; (2009); A1;,
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