تفاعل #11399

معادلة التفاعل

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

→

titled product

المردود 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

المردود 45.0%

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirred at the same temperature for 16 hr
2. 2
   تركيزSolvent was concentrated up to dryness and (15 ml) water
3. 3
   workup.ADDITIONwas added to it
4. 4
   استخلاصextracted with chloroform (25 ml×2)
5. 5
   أخرىOrganic layer was separated
6. 6
   أخرىdried
7. 7
   تركيزconcentrated
8. 8
   أخرىpurified on silica column

الإجراء التجريبي

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).

المصدر