반응 #1413

반응 방정식

pivalaldehyde

3-aminopyrrolidine

8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-3-quinolinecarboxylic acid

1,4-diazabicyclo[2.2.2]octane

3-(2,2-dimethylpropylideneamino)-pyrrolidine

→

7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

용매

acetonitrile

acetonitrile

dimethylformamide

반응 조건

후처리

1. 1
   기타rises from 22.5° C. to 27.5° C
2. 2
   기타the reaction by gas chromatography
3. 3
   workup.ADDITIONare added
4. 4
   온도the mixture is heated
5. 5
   온도under reflux for 1 hour
6. 6
   기타Work up gives the
7. 7
   기타same result

실험 절차

0.95 g (11 mmol) of pivalaldehyde are added dropwise to a solution of 0.86 g (10 mmol) of 3-aminopyrrolidine in 10 ml of acetonitrile at room temperature in the course of 5 minutes, during which the temperature rises from 22.5° C. to 27.5° C. The mixture is subsequently stirred for 1 hour and a virtually complete conversion into 3-(2,2-dimethylpropylideneamino)-pyrrolidine is found by checking the reaction by gas chromatography. The mixture is then diluted with 10 ml of acetonitrile and 10 ml of dimethylformamide, 3 g (10 mmol) of 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-3-quinolinecarboxylic acid and 2.2 g (20 mmol) of 1,4-diazabicyclo[2.2.2]octane are added and the mixture is heated under reflux for 1 hour. Work up gives the same result as described under Example 2a).

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