5-Bromo-1'-methyl-2-oxo-1,2-dihydrospiro[indole-3,2'-pyrrolidine]-3'-carboxamide

 


5-Bromo-1'-methyl-2-oxo-1,2-dihydrospiro[indole-3,2'-pyrrolidine]-3'-carboxamide

(4a): colorless solid, 31%, mp 260-262 C;

1H NMR (200 MHz, DMSO-d6) δ: 10.42 (s,1H, 1
NH), 7.32 (dd, J=8.2, 1.8 Hz, 1H, 6-CH), 7.21 (d, J=1.8 Hz, 1Н, 4-СН), 7.11 (s, 1Н, NH-amide),
6.74 (s, 1Н, NH-amide), 6.70 (d, J=8.1 Hz, 1Н, 7-СН), 2.99-3.11 (m, 2Н, 4’-СН2), 2.89-2.99 (m,
1Н, 3’-СН), 2.26-2.38 (m, 1Н, 5’-СН2), 1.98-2.13 (m, 1Н, 5’-СН2), 1.91 (s, 3Н, 1’-NСН3);

 

13C NMR (75 MHz, DMSO-d6) δ: 178.03 (2-CO),170.35 (CONH2), 142.38, 131.75, 129.77, 127.23,
112.27, 111.06, 72.26 (C-spiro), 56.51, 48.56, 34.38, 25.44;


 



MS (m/z) (%):325/323 (M+, 19/20), 295/292 (59/78), 280/278 (97/100), 252/250 (54/38), 131/129 (15/43), 57 (78).

 


Anal. calcd. for
C13H14BrN3O2 (324.17): C 48.17, H 4.35, N 12.96; Found: C 48.19, H 4.40, N 12.99.