2,6-Dichloro-5-fluoro-4-methylpyridine-3-carboxylic acid synthesis
- Product Name:2,6-Dichloro-5-fluoro-4-methylpyridine-3-carboxylic acid
- CAS Number:132195-42-7
- Molecular formula:C7H4Cl2FNO2
- Molecular Weight:224.02
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Yield:-
Reaction Conditions:
Stage #1: 2,6-dichloro-5-fluoro-3-pyridinecarboxylic acidwith methyllithium in tetrahydrofuran;diethyl ether at -78 - -25; for 1.5 h;
Stage #2: methyl iodide in tetrahydrofuran;diethyl ether at -78 - 20; for 21 h;
Steps:
1A EXAMPLE 1; 7-((3R)-3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic Acid; Example 1A; 2,6-dichloro-5-fluoro-4-methylnicotinic Acid and 2,6-dichloro-5-fluoro-4-ethylnicotinic Acid
A solution of 2,6-dichloro-5-fluoronicotinic acid (1.99 g) in THF (40 mL) at -78° C. was treated with 1.4M methyllithium in diethyl ether (14 mL), stirred at -25° C. for 1.5 hours then at -78° C. for one hour, treated with iodomethane (1.4 mL), stirred at 0° C. for 2 hours and -20° C. for 18 hours, treated with water, concentrated to remove the THF, diluted with water, washed with diethyl ether, acidified with 1M HCl, and extracted with diethyl ether; and the extract was dried (MgSO4), filtered, and concentrated.
References:
US2003/232818,2003,A1 Location in patent:Page 36
82671-06-5
323 suppliers
$5.00/1g
74-88-4
351 suppliers
$15.00/10g
132195-42-7
26 suppliers
$95.00/100mg