2-chloro-5-nitro-4-(propan-2-yloxy)pyridine synthesis

Yield:1462950-90-8 1.78 g

Reaction Conditions:

in N,N-dimethyl-formamide at 20; for 1.5 h;

Steps:

8

Method 11
6-(1-Methylpiperidin-4-yl)-4-(propan-2-yloxy)pyridin-3-amine
3.38 g of sodium isopropoxide are added to a solution of 2.6 g of 2.4-dichloro-5-nitropyridine in 39 ml of DMF.
The reaction medium is stirred at ambient temperature for 1 h 15 and 3.18 g of sodium isopropoxide are added.
The reaction medium is stirred for a further 15 minutes and then the mixture is poured into 200 ml of water and extracted with ethyl acetate.
The organic phase is dried over magnesium sulfate, filtered and concentrated under reduced pressure.
Purification is carried out by flash chromatography on silica gel (40-63 microns), elution being carried out with a heptane/ethyl acetate mixture (90/10 to 80/20).
1.78 g of 2-chloro-5-nitro-4-(propan-2-yloxy)pyridine are obtained in the form of a pale yellow solid.

References:

US2013/261106,2013,A1 Location in patent:Paragraph 0546