反应详情

A dichloromethane (0.2 mL) solution of 3-(trifluoromethyl)benzoyl chloride (0.058 mmol) was added to a mixture of a chloroform (0.2 m-L) solution of 1-(4-chlorobenzyl)-3-[(glycylamino)methyl]pyrrolidine (0.050 mmol) with a dichloromethane (1 mL) solution of a piperidinomethylpolystyrene (60 mg). The resulting reaction mixture was stirred at room temperature for 2.5 hours, and methanol (0.30 mL) was then added. The reaction mixture was loaded onto a Varian™ SCX column and washed with methanol (15 mL). The obtained crude product was eluted with a methanol (5 mL) solution of 2 M NH3 and concentrated to thereby provide 3-[[N-[3-trifluoromethylbenzoyl]glycyl]aminomethyl]-1-(4-chlorobenzyl)pyrrolidine (Compd. No. 1463) (22.4 mg, 99%). The purity was determined by RPLC/MS (97%). ESI/MS m/e 454.2 (M++H, C22H23ClF3N3O2).

1. customThe resulting reaction mixture
2. washwashed with methanol (15 mL)
3. customThe obtained crude product
4. washwas eluted with a methanol (5 mL) solution of 2 M NH3
5. concentrationconcentrated to thereby provide 3-[[N-[3-trifluoromethylbenzoyl]glycyl]aminomethyl]-1-(4-chlorobenzyl)pyrrolidine (Compd. No