반응 #11399

반응 방정식

1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-(4′-t-butoxycarbonylamino-3′,3′-dimethylpiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acid

K2CO3

1-iodopropane

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titled product

수율 45.0%

i-Propyl 1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-(4′-amino-3′,3′-dimethyl-piperidin-1-yl)-4-oxo-quinoline-3-carboxylate

수율 45.0%

반응 조건

후처리

1. 1
   workup.STIRRINGstirred at the same temperature for 16 hr
2. 2
   농축Solvent was concentrated up to dryness and (15 ml) water
3. 3
   workup.ADDITIONwas added to it
4. 4
   추출extracted with chloroform (25 ml×2)
5. 5
   기타Organic layer was separated
6. 6
   기타dried
7. 7
   농축concentrated
8. 8
   기타purified on silica column

실험 절차

In a dry dimethylformaide (15 ml) was taken a mixture of 1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-(4′-t-butoxycarbonylamino-3′,3′-dimethylpiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acid (1 g, 1.98 mmole), K2CO3 (0.275 g, 1.98 mmole) was stirred at 70° C. for 7 hr. Added 1-iodopropane (0.5 g, 2.98 mmole) to reaction mixture and stirred at the same temperature for 16 hr. Solvent was concentrated up to dryness and (15 ml) water was added to it and extracted with chloroform (25 ml×2). Organic layer was separated, dried, concentrated, Which was hydrolysied with trifluoroacetic acid in methylene dichloride and purified on silica column to furnish titled product. Yield 45%, m.p 140–42° C., C24H32FN3O4, m/z 446 (M+1).

출처