[CH3:1][O:2][C:3]1[CH:11]=[C:10]([Br:12])[C:9]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:8][C:4]=1[C:5]([OH:7])=O.CC(C)=O.ClC(OCC(C)C)=O.[CH:29]1([CH2:32][N:33]2[CH2:37][CH2:36][CH:35]([NH2:38])[CH2:34]2)[CH2:31][CH2:30]1>O.C(N(CC)CC)C>[CH:29]1([CH2:32][N:33]2[CH2:37][CH2:36][CH:35]([NH:38][C:5](=[O:7])[C:4]3[CH:8]=[C:9]([S:13]([CH3:16])(=[O:15])=[O:14])[C:10]([Br:12])=[CH:11][C:3]=3[O:2][CH3:1])[CH2:34]2)[CH2:31][CH2:30]1
9.3 g of 2-methoxy-4-bromo-5-methylsulphonyl benzoic acid (0.030 mole), 70 ml of acetone, 10 ml of water and 4.2 ml of triethylamine of density 0.72 (0.030 mole) are placed in a 250 ml flask fitted with an agitator, a thermometer and a dropping funnel. A solution is obtained and cooled to about 0° C. 4.2 g of isobutyl chloroformate (0.030 mole) is added drop by drop, the reaction medium is agitated for 30 minutes with the temperature between 0° and +5° C., then 4.7 g of 1-cyclopropylmethyl-3-aminopyrrolidine (0.033 mole) is poured in drop by drop. The reaction is continued for 2 hours at room temperature then 50 ml of water and 5 ml of soda lye are added. The acetone is evaporated under vacuum and the oil, which is insoluble in water, is extracted twice, each time with 50 ml of methylene chloride. The organic solution is dried over magnesium sulphate and filtered, and the filtrate is evaporated under vacuum. The viscous residue is dissolved hot in 90 ml of isopropanol. The solution is acidified with 7 ml of 6N hydrochloric ethanol. The hydrochloride is crystallised in the refrigerator, then the crystals are filtered, washed with a little isopropanol and dried in an oven at 50° C.
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