[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][NH:13][C:14](=[O:19])[C:15]([F:18])([F:17])[F:16])=[C:6]([CH3:20])[CH:5]=1)([O-])=O.CO.Cl>CCOCC>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][NH:13][C:14](=[O:19])[C:15]([F:16])([F:17])[F:18])=[C:6]([CH3:20])[CH:5]=11.7 g of nitro derivative (1) prepared above and about 80 ml of methanol were introduced into a 200 ml autoclave (hydrogenator) equipped with a magnetic stirrer. The solution obtained was degassed with nitrogen. 0.2 g of palladium-on-charcoal (5% humidity, comprising 50% water) was added thereto. The reaction mixture was stirred, while flushing once with hydrogen, and hydrogen was then introduced therein at a pressure of about 5 bar. After reaction for 4 hours, the reactor was purged with nitrogen. The reaction mixture was filtered quickly through Celite under a gentle pressure of nitrogen. The filtrate: was recovered in a pre-cooled solution of methanol comprising about 3 equivalents of hydrogen chloride gas. The resulting mixture was rinsed several times with methanol under a stream of nitrogen. The concentrated solution thus obtained was then treated with ether. The product obtained, in the form of a pale pink paste, was stirred and then rinsed several times with acetonitrile and ether under nitrogen. 1.65 g of expected product (2) were isolated in the form of a slightly pink white powder. The proton and 13C NMR spectra and the microanalyses were in accordance with the expected structure of the product.
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