تفاعل #837982

ord-be0142833f1e4f34b85135542a8501bc

معادلة التفاعل

CS(=O)(=O)c1ncc(-c2ccc(Cl)cc2)c(-c2ccc(Cl)cc2Cl)n1
2-methylsulfonyl-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine
CS(=O)(=O)c1ncc(-c2ccc(Cl)cc2)c(-c2ccc(Cl)cc2Cl)n1
2-Methylsulfonyl-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine
NCc1cccc(Cl)c1
3-chlorobenzyl amine
Clc1ccc(-c2cnc(NCc3cccc(Cl)c3)nc2-c2ccc(Cl)cc2Cl)cc1
desired product
Clc1ccc(-c2cnc(NCc3cccc(Cl)c3)nc2-c2ccc(Cl)cc2Cl)cc1
2-(3-Chlorobenzylamino)-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىTo a 5 mL round bottom flask fitted with a stirrer bar

الإجراء التجريبي

To a 5 mL round bottom flask fitted with a stirrer bar and rubber septum was added 1 mL DMF and 2-methylsulfonyl-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (103 mg, 0.2 mmol) from Step A. Then 3-chlorobenzyl amine (2 eq, 50 μL, 0.4 mmol) was added vial syringe and the mixture heated at 100° C. for 4 h. HPLC/MS, showed that the starting material had been converted to the desired product. The product was extracted from 10 mL water with 20 mL ether, dried over MgSO4, filtered and the solvent removed under reduced pressure. Flash column chromatography on silica gel (eluted with 92/8 hexanes/ethyl acetate) afforded the desired product. HPLC/MS: m/e=476 (M+1); Rt=4.70 min; 1H-NMR 500 MHz (CDCl3): δ 5.46 (s, 2H), 7.08 (d, J=9 Hz, 2H), 7.31-7.4 (m, 5H), 7.41-7.53 (m, 4H), 9.00 (s, 1H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07405221B2uspto-grants-2008_07