Reaktion #446031

Reaktionsgleichung

potassium tert.-butoxide

2-(5-isopropyl-5-methyl-4-oxoimidazolin-2-yl)-5-ethylpyridine-3-carboxylic acid

potassium tert.-butoxide

6-methoxymethyl-5-methylpyridine-2,3-dicarboxylic acid diethyl ester

2-amino-2,3-dimethylbutyramide

potassium

→

6-methoxy-5-methyl-2-(5-isopropyl-5-methyl-4-oxoimidazolin-2-yl)-pyridine-3-carboxylic acid

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe resulting red solution is stirred for 2 hours at 80° C.
2. 2
   Filtrationfiltered with suction
3. 3
   Sonstigethe crystals are dried
4. 4
   workup.DISSOLUTIONdissolved in 50 ml of saturated sodium chloride solution
5. 5
   Extraktionextracted three times with 100 ml of ethyl acetate each time
6. 6
   TrocknenThe organic phase is dried over magnesium sulphate
7. 7
   Filtrationfiltered off with suction
8. 8
   Einengenconcentrated by evaporation
9. 9
   SonstigeThe residue crystallises from ether/hexane 1:2 yielding 2.8 g of the above acid, which

Vorschrift

5 g of potassium tert.-butoxide are added in portions at a temperature of 80° C. to a solution of 5.7 g of 6-methoxymethyl-5-methylpyridine-2,3-dicarboxylic acid diethyl ester and 2.6 g of 2-amino-2,3-dimethylbutyramide in 200 ml of dry toluene while stirring. Once the addition of the potassium tert.-butoxide is complete, the resulting red solution is stirred for 2 hours at 80° C., the potassium salt of 2-(5-isopropyl-5-methyl-4-oxoimidazolin-2-yl)-5-ethylpyridine-3-carboxylic acid being deposited in the form of a thick crystalline slurry. The mixture is cooled to room temperature and filtered with suction, and the crystals are dried and then dissolved in 50 ml of saturated sodium chloride solution. The solution is adjusted to pH 4 with concentrated hydrochloric acid and then extracted three times with 100 ml of ethyl acetate each time. The organic phase is dried over magnesium sulphate, filtered off with suction and concentrated by evaporation. The residue crystallises from ether/hexane 1:2 yielding 2.8 g of the above acid, which has a melting point of 151°-153° C.

Quelle