6-chloro-2-methoxynicotinic acid
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6-chloro-2-methoxynicotinic acid
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CAS No:
65515-33-5
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Formula:
C7H6ClNO3
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Chemical Name:
6-chloro-2-methoxynicotinic acid
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Synonyms:
6-chloro-2-methoxynicotinic acid;6-Chloro-2-methoxypyridine-3-carboxylic acid
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CAS No:
6-chloro-2-methoxynicotinic acid Use and Manufacturing
To an oven-dried 40 mL vial was added 6-Chloro-2-methoxynicotinic acid (17) was prepared according to WO2012/110860 A or B. Drennen et al., ChemMedChem 2016, 11, 827-833. To a suspension of this compound (1.87 g, 9.97 mmol) in anhydrous 002(10 mL) was added oxalyl chloride (5 mL, 7.4 g, 58.3 mmol) followed by DMF (1 drop, in 5 min an additional drop and in 10 min one more drop). After the vigorous gas evolution was ceased and the solid completely dissolved, the reaction mixture was concentrated using the argon flow and the residue was dried under reduced pressure affording the respective chloroanhydri.de (2.5 g, 100% crude) which was immediately used for the next step.To a solution of this compound in Et20 (100 mL) was added 2, 3, 5, 6-tetrafluorophenol (1.67 g, 10.06 mmol) followed by Et3N (1.4 mL, 1.01 g, 10.9 mmol) and the resulting suspension was stirred for 16 h. Afterwards, the reaction mixture was washed with H20 (3x20 mL), brine (2x20 mi ), dried and concentrated under reduced pressure. The residue was recrystallized from hexane affording 13 (2.4 g, 72%) as a colorless solid.
Computed Properties
Molecular Weight:187.58
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:187.0036207
Monoisotopic Mass:187.0036207
Topological Polar Surface Area:59.4
Heavy Atom Count:12
Complexity:176
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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6-chloro-2-methoxynicotinic acid
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