1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile

To a cold solution of 5a (1.0 g, 7.0 mmol) in anhydrous toluene (20 mL), t-BuOK (1.1 g, 9.5 mmol) and TDA-1 (1 or 2 drops) were added at 0 C. The reaction mixture was stirred at room temperature for 6 h and then MeI (7.0 mmol, 0.44 mL) was added at 0 C. TLC analysis (DCM/ethyl acetate 9/1) revealed that methylation was complete after 1 h. The solvent was evaporated under reduced pressure. The residue was treated with water, extracted with DCM (3 × 20 mL), dried (Na2SO4), evaporated and purified by column chromatography using DCM/ethyl acetate (9/1) as eluent. White solid; yield 85%; mp: 106 -107 C; IR 2224 (CN) cm 107 C; IR 2224 (CN) cm107 C; IR 2224 (CN) cm 107 C; IR 2224 (CN) cm 107 C; IR 2224 (CN) cm 107 C; IR 2224 (CN) cm 107 C; IR 2224 (CN) cm-1 ;1H NMR (200 MHz, DMSO-d6) delta: : 3.90 (s, 3H, CH3), 7.35 (dd, 1H, J = 4.7, 8.0 Hz, H-5), 8.15 (dd, 1H, J = 1.5, 8.0 Hz, H -4), 8.47 (dd, 1H, J = 1.5, 4.7 Hz, H.6), = 1.5, 4.7 Hz, H.6), 8.48 (s, 1H, H-2); 2); 13C NMR (50 MHz, DMSO-d6) delta: 31.6 (q), 81.9 s), 115.3 118.1 d), 119.2 (s), 127.6 (d), 138.4 144.8 146.4 s).Anal. Calcd for C9H7N3: C, 68.78; H, 4.49; N, 26.74. Found: C, 68.61; H, 4.21: N, 26.92A solution of

Molecular Weight:143.15
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:143.048347172
Monoisotopic Mass:143.048347172
Topological Polar Surface Area:52.5
Heavy Atom Count:11
Complexity:193
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes