반응 #49772

반응 방정식

water

3-bromopropylamine hydrobromide

potassium carbonate

ethyl acetate cyclohexane

→

3-pyridinecarboxylic acid

용매

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGStirring
2. 2
   workup.WAITwas continued for 18 hours
3. 3
   기타After that the organic layer was separated
4. 4
   세척washed with brine
5. 5
   농축concentrated
6. 6
   기타The oily residue was triturated with cyclohexane
7. 7
   기타to give a solid

실험 절차

To 8.4 g (22.5 mmol) of acid chloride starting material used in Example 1 in 50 ml of methylene chloride were added 5.4 g of 3-bromopropylamine hydrobromide and 5.5 g of potassium carbonate. The mixture was stirred at room temperature for one hour and then 20 ml of water was added. Stirring was continued for 18 hours. After that the organic layer was separated, washed with brine and concentrated. The oily residue was triturated with cyclohexane to give a solid. A 2.3 g analytically pure sample was obtained by chromatography of 2.6 g of crude 3-pyridinecarboxylic acid, 5-[[(3-bromopropyl)amino]carbonyl]-6-(difluoromethyl)- 4-(2-methylpropyl)-2-(trifluoromethyl)-, methyl ester on silica gel columns with 20% ethyl acetate/cyclohexane as eluting solvent, m.p. 107°-110° C.

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