Related Products of 143426-49-7,Some common heterocyclic compound, 143426-49-7, name is (4-Pyrazol-1-yl-phenyl)methanol, molecular formula is C10H10N2O, 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.
4-(b) tert-Butyl [tert-butoxycarbonyl(6-{(pyridin-3-ylsulfonyl)[4-(pyrazol-1-yl)benzyl]-aminomethyl}pyridin-2-yl)amino]acetate To 65 ml of a tetrahydrofuran solution containing 5.26 g (11.0 mmol) of tert-butyl (tert-butoxycarbonyl{6-[(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-yl}amino)-acetate obtained by the same manner as in Reference example 4-(a) were added 2.00 g (11.5 mmol) of 4-(pyrazol-1-yl)benzyl alcohol (see European Journal of Medicinal Chemistry, 219, 27 (1992)), 4.0 ml (16 mmol) of tri-n-butylphosphine and 2.84 g (16.5 mmol) of N,N,N’,N’-tetramethylazodicarboxamide, and the mixture was stirred at room temperature for 16 hours. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (eluent; n-hexane:ethyl acetate=1:2 (V/V)), and the fractions containing the objective material were concentrated under reduced pressure to obtain 6.57 g of the title compound as white foam. (Yield: 94%) Mass spectrum (FAB, m/z): 635 (M++1). 1H-NMR spectrum (CDCl3, delta ppm): 8.95 (dd, J=2.3, 0.7 Hz, 1H), 8.71 (dd, J=4.9, 1.6 Hz, 1H), 7.91 (dd, J=2.5, 0.6 Hz, 1H), 7.87 (ddd, J=8.0, 2.3, 1.6 Hz, 1H), 7.72 (dd, J=1.8, 0.6 Hz, 1H), 7.71 (d, J=8.4 Hz, 1H), 7.63-7.60 (m, 2H), 7.51 (dd, J=8.4, 7.3 Hz, 1H), 7.35-7.30 (m, 3H), 6.85 (d, J=7.3 Hz, 1H), 6.47 (dd, J=2.5, 1.8 Hz, 1H), 4.61 (s, 2H), 4.39 (s, 2H), 4.35 (s, 2H), 1.53 (s, 9H), 1.42 (s, 9H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-Pyrazol-1-yl-phenyl)methanol, its application will become more common.
Reference:
Patent; Ube Industries, Ltd.; EP2476678; (2012); A1;,
Pyrazole – Wikipedia,
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