Pyridine, 2-fluoro-4-methoxy- (9CI)
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Pyridine, 2-fluoro-4-methoxy- (9CI)
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CAS No:
175965-83-0
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Formula:
C6H6FNO
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Chemical Name:
Pyridine, 2-fluoro-4-methoxy- (9CI)
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Synonyms:
2-fluoro-4-methoxypyridine;PYRIDINE, 2-FLUORO-4-METHOXY-;SCHEMBL7853359;CTK8B7206;DTXSID20614289;ANW-56706;BBL102200;STL555999;ZINC39051117;Pyridine,2-fluoro-4-methoxy-(9CI)
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CAS No:
Pyridine, 2-fluoro-4-methoxy- (9CI) Use and Manufacturing
A previously cooled to 0 C solution of 3.5 g (27.53 mmol) 2-fluoro-4-methoxy (CAS: 175965-83-0) and 3.97 g (27.53 mmol) of 2, 6-difluorobenzyl alcohol in 97 ml of dry tetrahydrofuran was added dropwise with 27.5 ml (27.53 mmol) of a IM solution of potassium tert-butoxide in tetrahydrofuran.The obtained mixture was stirred for 18 hours at room temperature.The solvent was evaporated and the residue was partitioned between water and ethyl acetate.The organic phase was separated, washed with water and aqueous sodium chloride solution, dried over sodium sulfate, filtered and evaporated in vacuo to give 5.77 g (yield 66%, purity 79%) of the product.A mixture of the product from step 1 (100 mg, 0.499 rnmol) and 2-fiuoro-4- methoxypyridine (100 mg, 0.787 mmol) was stirred at 160 C for 90 mins. After cooling to RT, the mixture was purified by Prep?.TLC (9% methanol in DCM) to give the title compound as an oil. LRMS m/z (M÷H) 308.2 found, 308.2 required.Method Z Step l To a solution of F6 (40.0 mg, 0.098 mmol) and 2-fiuoro-4-methoxypyridine (25.0 mg, 0.197 mmol) in DMSO (2 mL) was added Cs2C03 (96.0 mg, 0.295 mmol). The mixture was stirred at 1 10 C for 1 h under microwave condition, and then quenched with water, extracted with EtOAc (25 mL x 4). The combined extracts were washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was further purified by p-HPLC (TFA) to give Example 71.
Computed Properties
Molecular Weight:127.12
XLogP3:1.3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:127.043341977
Monoisotopic Mass:127.043341977
Topological Polar Surface Area:22.1
Heavy Atom Count:9
Complexity:89.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Pyridine, 2-fluoro-4-methoxy- (9CI)
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