Reference 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 21 To a solution of cyanuric chloride (230 mg, 1.25 mmol) in THF (16 mL) was added (S)- l-(4-fluorophenyl)ethylamine (0.16 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 21 as light brown solid (52 mg, 9 %). 1H NMR (400 MHz, DMSO-d6,80C) delta 12.46 (bs, 1H, NH), 9.52 (bs, 1Eta, NH), 8.55 (bs, 1Eta, NH), 7.63-6.04 (m, 8Eta, Ar-H), 5.12 (bs, 1Eta, CH), 3.67 (bs, 4Eta, 2CH2), 2.30 (bs, 4Eta, 2CH2), 2.21 (s, 3Eta, CH3), 1.47 (s, 3Eta, CH3), 1.45 (s, 3Eta, CH3); ESI-MS: calcd for (C23Eta26FN9O) 463, found 464 [M+H]+. HPLC: retention time: 17.10 min. purity: 99%.
The synthetic route of 96799-02-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ABRAXIS BIOSCIENCE, LLC; TAO, Chunlin; WANG, Qinwei; HO, David; NALLAN, Laxman; POLAT, Tulay; SUN, Xiaowen; DESAI, Neil; WO2010/144394; (2010); A1;,
Pyrazole – Wikipedia,
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