Application of 96799-02-9, These common heterocyclic compound, 96799-02-9, name is 5-(Furan-2-yl)-1H-pyrazol-3-amine, its 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.
Example 23To a solution of cyanuric chloride (230 mg, 1.25 mmol) in THF (16 mL) was added cumylamine (0.18 mL, 1.25 mmol) and DIPEA (0. 20 mL, 1.25 mmol) at 0 C. The reaction mixture was let to stir at 0 C to room temperature for 2h. 3-amino-5-(2- furyl)pyrazole (187 mg, 1.25 mmol) and DIPEA (0.20 mL, 1.25 mmol) were added to the above mixture and the resulting mixture was heated with microwave initiator at 150 C for 10 minutes. 1 -methylpiperazine (0.28 mL, 2.50 mmol) and DIPEA (0.44 mL, 2.50 mmol) were added to the mixture and the mixture was heated with microwave initiator at 60 C for 10 minutes. Saturated NaHCO3 in water was added and the mixture was extracted by ethyl acetate (3 x 50 mL). The combined organic was washed by brine, dried over sodium sulfate and concentrated. The residue was chromatographed on a silica gel column eluted with 0-5 % MeOH/DCM afforded 23 as light brown solid (140 mg, 24%). 1H NMR (400 MHz, DMSO-d6) delta 12.88 (bs, 1H, NH), 9.87 (bs, 1Eta, NH), 7.88 (bs, 1Eta,NH), 7.67-5,91 (m, 9Eta, Ar-H), 3.52-3.20 (m, 4Eta, 2CH2), 2.32-1.96 (m, 7Eta, 2CH2, CH3), 1.67 (s, 3Eta, CH3), 1.49 (s, 3Eta, CH3); ESI-MS: calcd for (C24Eta29N9O) 459, found 460 [M+H]+. HPLC: retention time: 19.16 min. purity: 99%.
Statistics shows that 5-(Furan-2-yl)-1H-pyrazol-3-amine is playing an increasingly important role. we look forward to future research findings about 96799-02-9.