{"id":4303,"date":"2021-05-27T03:56:11","date_gmt":"2021-05-26T19:56:11","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4303"},"modified":"2021-05-27T03:56:11","modified_gmt":"2021-05-26T19:56:11","slug":"introduction-of-a-new-synthetic-route-about-25016-11-9","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4303","title":{"rendered":"Introduction of a new synthetic route about 25016-11-9"},"content":{"rendered":"

25016-11-9, name is 1-Methyl-1H-pyrazole-4-carbaldehyde, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C5H6N2O<\/a><\/p>\n

EXAMPLE 51 (Z)-2-(5-methoxy-1H-indol-3-yl)-3-(1-methyl-1H-pyrazol-3-yl)-acrylonitrile To a solution of sodium methanolate (204 mg, 3.8 mmol, 1.4 eq.) in anhydrous ethanol (30 mL) were added, under an argon atmosphere, (5-methoxy-1H-indol-3-yl)-acetonitrile (500 mg, 2.7 mmol, 1.0 eq.) and, after 30 minutes stirring, 1-methyl-1H-pyrazole-4-carbaldehyde (326 mg, 3.0 mmol, 1.1 eq.). The reaction apparatus was protected from light and the mixture heated at 50 C. for 18 hours. The reaction was allowed to cool to room temperature and then, the solvent was removed under reduced pressure and the crude taken up in ethyl acetate. The organic layer was washed with water and brine, dried over MgSO4 and then, evaporated. The residue was purified by silica gel flash-column chromatography (eluent: CH2Cl2\/EtOH, 99\/1 to 98\/2) to afford, after trituration with diethyl ether, the compound (51) as a beige powder (640 mg, 85%). mp: 178 C.; 1H NMR (DMSO, 300 MHz) delta (ppm): 3.81 (3H, s, 5′-methoxy), 3.92 (3H, s, N-methyl), 6.90 (1H, dd, J6′-7’=8.7 Hz, J6′-4’=2.3 Hz, H6′), 7.37 (1H, d, J7′-6’=8.7 Hz, H7′), 7.38 (1H, m, H4′), 7.55 (1H, s, H3), 7.61 (1H, s, H2′), 8.00 (1H, s, H3″), 8.24 (1H, s, H5″), 11.43 (1H, s, indolic H); 13C NMR (DMSO, 75.5 MHz) delta (ppm): 38.8 (N-methyl), 55.6 (5′-methoxy), 101.5 (C2), 101.5 (C4′), 109.8 (C3′), 111.9 (C6′), 112.9 (C7′), 117.4 (C4″), 119.3 (C1), 124.0 (C3a’), 125.6 (C2′), 128.5 (C3), 131.0 (C5″), 132.1 (C7a’), 138.8 (C3″), 154.1 (C5′); MS: ESI-MS: m\/z 264.1 ([M+H]+), 286.1 ([M+Na]+); HRESI-MS: m\/z 301.1060 (calcd for C16H14N4ONa+, 301.1065); Anal. Calcd for C19H14N4O, 0.1H2O: C, 68.61; H, 5.11; N, 20.00; O, 6.55. Found: C, 68.73; H, 5.33; N, 19.69.<\/p>\n

The synthetic route of 25016-11-9 has been constantly updated, and we look forward to future research findings.<\/p>\n

Reference:
Patent; COMMISSARIAT A L’ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; Guillou, Catherine; Kozielski, Frank; Labriere, Christophe; Gueritte, Francoise; Tcherniuk, Sergey; Skoufias, Dimitrios; Thal, Claude; Husson, Henri-Philippe; US9212138; (2015); B2;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

The synthetic route of 25016-11-9 has been constantly updated, and we look forward to future research findings.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[151,131],"tags":[126],"class_list":["post-4303","post","type-post","status-publish","format-standard","hentry","category-25016-11-9","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"\nIntroduction of a new synthetic route about<\/title>\n<meta name=\"description\" content=\"25016-11-9, name is 1-Methyl-1H-pyrazole-4-carbaldehyde, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 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