Some common heterocyclic compound, 17626-40-3, name is 3,4-Diaminobenzonitrile, molecular formula is C7H7N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 17626-40-3
Intermediate 44: (Trans)-N-(2-amino-5-cvanophenyl)-2-oxo-3-(2-pyridinyl)-1-oxa-3- azaspiro[4.51decane-8-carboxamide; To a shaken mixture of (trans)-2-oxo-3-(2-pyridinyl)-1-oxa-3-azaspiro[4.5]decane-8- carboxylic acid (Intermediate 45, 1 10 mg, 0.398 mmol) and 3,4-diaminobenzonitrile (commercially available, 80 mg, 0.597 mmol) in anhydrous pyridine (1.6 ml) was added EDCHCI (153 mg, 0.796 mmol) and the reaction mixture was shaken at room temperature for 1 hour. The mixture was concentrated under vacuum and the residue was partitioned between saturated sodium bicarbonate solution and EtOAc (2×10 ml). The combined organic extracts were washed with brine, dried (Na2SO4), filtered and concentrated under vacuum to give a residue which was purified by silica gel chromatography eluting with 40% Et2ODCM, Et2O 100% then 10% MeOHDCM to afford the title compound as solid (155 mg, 85%). 1 H-NMR (400 MHz, DMSO-d6): delta 1.59-1.79 (m, 4H), 1.93-2.02 (m, 2H), 2.03-2.10 (m, 2H), 4.03-4.07 (s, 2H), 5.92 (br s., 2H), 6.77 (d, 1 H), 7.13-7.18 (m, 1 H), 7.29 (d, 1 H), 7.62 (s, 1 H), 7.82-7.88 (m, 1 H), 8.1 1 (d, 1 H), 8.39 (d, 1 H), 9.09-9.16 (s, 1 H); UPLC-MS: 0.60 min, m/z 392 [M+H]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17626-40-3, its application will become more common.
Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts