反应详情

2-Amino-4,5-difluorobenzoic acid (0.060 mmol), diisopropylcarbodiimide (0.060 mmol) and HOBt (0.060 mmol) were added to a solution of 1-(4-chlorobenzyl)-3-[(glycylamino)methyl]pyrrolidine (0.050 mmol) in chloro form (1.35 mL) and tert-butanol (0.05 mL). The resulting reaction Mixture was stirred at room temperature for 19 hours, then loaded onto a Varian™ SCX column and washed with methanol/chloroform=1:1 (10 mL) and methanol (10 mL). The obtained crude product was eluted with a 2 M methanol solution of NH3 (5 mL) and concentrated to thereby afford 3-[[N-(2-amino-4,5-difluorobenzoyl)glycyl]aminomethyl]-1-(4-chlorobenzyl)pyrrolidine (Compd. No. 1506) (22.0 mg, quantitative). The purity was determined by RPLC/MS (92%). ESI/MS m/e 437 (M++H, C21H23ClF2N4O2).

1. customThe resulting reaction Mixture
2. washwashed with methanol/chloroform=1:1 (10 mL) and methanol (10 mL)
3. customThe obtained crude product
4. washwas eluted with a 2 M methanol solution of NH3 (5 mL)
5. concentrationconcentrated to thereby afford 3-[[N-(2-amino-4,5-difluorobenzoyl)glycyl]aminomethyl]-1-(4-chlorobenzyl)pyrrolidine (Compd. No