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1,3-Dimethyl-3-(p-tolyl)-1H-pyrrolo[3,2-c]pyridin-2(3H)-one
1,3-Dimethyl-3-( p -tolyl)-1 H -pyrrolo[3,2- c ]pyridin-2(3 H )-one
3 : 1 H NMR pdf (500 MHz, CDCl 3 )
δ: 1.80 (s, 3 H), 2.29 (s, 3 H), 3.21 (s, 3 H),
6.88 (d, J = 5.5 Hz, 1 H), 7.12 (d, J = 8.0 Hz, 2 H), 7.21-7.19 (m, 2 H), 8.35 (s, 1 H), 8.52 (d, J = 5.0 Hz, 1 H);
13 C NMR pdf (125 MHz, CDCl 3 ) δ: 20.7, 23.7, 26.2, 50.3, 103.8, 126.1, 129.2, 130.1, 136.4, 137.2, 144.3, 149.7, 150.2, 179.0;
IR (cast, cm -1 ): 3028, 2972, 2931, 1728, 1603, 1512, 1496, 1373, 1338, 1110, 1018, 818;
HRMS (ESI): calcd. for C 16 H 17 N 2 O ([M+H] + ): 253.1335, found: 253.1333; mp 103-104 °C;
Anal. calcd. for C 16 H 16 N 2 O: C, 76.16; H, 6.39; N, 11.10, found: C, 76.09; H, 6.39; N, 11.11.
also
Analytical data for 2 :
1 H NMR pdf (500 MHz, CDCl 3 ) δ: 1.40 (d, J = 7.0 Hz, 3 H), 2.30 (s, 3 H), 3.25 (s, 3 H), 3.71 (q, J = 6.5 Hz, 1 H), 6.95 (d, J = 7.5 Hz, 2 H), 7.00 (br d, J = 5.4 Hz, 2 H), 7.05 (d, J = 8.0 Hz, 2 H), 8.57-8.58 (m, 2 H);
13 C NMR pdf (125 MHz, CDCl 3 ) δ: 20.4, 20.8, 36.9, 43.1, 121.5, 126.9, 129.2, 136.3, 138.0, 150.9, 151.0, 173.3;
IR (cast, cm -1 ): 2975, 2930, 1668, 1587, 1513, 1496, 1375, 1274, 1126, 1063, 1024, 826;
HRMS (ESI): calcd. for C 16 H 19 N 2 O ([M+H] + ): 255.1492, found: 255.1488; mp 91-92 °C;
Anal. calcd. for C 16 H 18 N 2 O: C, 75.56; H, 7.13; N, 11.01, found: C, 75.47; H, 7.21; N, 11.
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