Some common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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: 36650-74-5
Sodium hydride 60% in mineral oil (38.5 mg) was added at 0 0C to a solution of 1 H- pyrazole-3-carbonitrile (90 mg) in dry DMF (3ml_). The mixture was stirred at this temperature for 15min, then for additional 5min at room temperature. A solution of 1 , 1 -dimethylethyl (1 R.6S/1 S,6R)-6-(3,4-dichlorophenyl)-1 – {[(methylsulfonyl)oxy]methyl}-3-azabicyclo[4.1.0]heptane-3-carboxylate (Intermediate 26, 217 mg) in dry DMF (2ml_) was then added and the mixture was stirred at 50 0C for 3h 30min. After cooling to room temperature, a saturated NH4CI solution was added and the mixture was extracted with diethyl ether (2x). The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo to give 271 mg of crude compound, which was purified by silica gel flash chromatography (gradient ethyl acetate in cyclohexane from 5 to 40%) to give;Intermediate 37 (33 mg); Rf = 0.31 (cyclohexane/ethyl acetate 8/2); MS(m/z): 391 [MH-56]+; and Intermediate 38 (113 mg); Rf = 0.19 (cyclohexane/ethyl acetate 8/2); 1 H NMR (400 MHz, DMSOd6) delta ppm 0.89 (d, 1 H), 1.34 (s, 9 H), 1.47 – 1.56 (m, 1 H), 1.83 – 1.96 (m, 1 H), 2.04 – 2.17 (m, 1 H), 3.17 – 3.29 (m, 2 H), 3.33 – 3.39 (m, 1 H), 3.42 – 3.59 (m, 2 H), 4.36 (d, 1 H), 6.96 (d, 1 H), 7.38 (dd, 1 H), 7.61 (d, 1 H), 7.66 (d, 1 H), 7.94 (d, 1 H); MS(m/z): 391 [MH-56]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36650-74-5, its application will become more common.