{"id":886,"date":"2020-10-28T13:01:36","date_gmt":"2020-10-28T05:01:36","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=886"},"modified":"2020-10-28T13:01:36","modified_gmt":"2020-10-28T05:01:36","slug":"new-downstream-synthetic-route-of-27258-33-9","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=886","title":{"rendered":"New downstream synthetic route of 27258-33-9"},"content":{"rendered":"

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 27258-33-9, name is 1-Methyl-1H-pyrazole-5-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 27258-33-9<\/a><\/p>\n

Example 203 Rac-(4bR,5R,6R,7S,7aR)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-5-((((1-methyl-1H-pyrazol-5-yl)methyl)amino)methyl)-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol (Cpd. No. 203F) (1387) Synthesis of rac-(4bR,5R,6R,7S,7aR)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-5-((((1-methyl-1H-pyrazol-5-yl)methyl)amino)methyl)-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol (Cpd. No. 203F) (1388) To a solution of 1631 rac-(4bR,5R,6R,7S,7aR)-5-(aminomethyl)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol (1, 50 mg, 0.10 mmol) in 11 THF (1 mL) were added 1799 2-methylpyrazole-3-carbaldehyde (12 muL, 13 mg, 0.12 mmol), 17 acetic acid (1.2 muL, 1.3 mg, 0.021 mmol) and molecular sieves (ca. 80 mg). The mixture was stirred for 30 min. Then 41 sodium triacetoxyborohydride (85 mg, 0.40 mmol) was added, and the mixture was stirred for 30 min. Another 3 muL (3 mg, 0.03 mmol) 2-methylpyrazole-3-carbaldehyde were added. After another 30 min the reaction was quenched with 1682 NaHCO3(aq), and the mixture was extracted (3\u00a1\u00c1 dichloromethane). The combined organic phases were dried (Na2SO4), filtered and concentrated. The crude product was taken up in MeCN\/DMSO\/water. And subjected to HPLC purification (C18, MeCN\/H2O+0.1% TFA) to provide product 1800 rac-(4bR,5R,6R,7S,7aR)-7a-(4-bromophenyl)-6-(hydroxymethyl)-4-methoxy-5-((((1-methyl-1H-pyrazol-5-yl)methyl)amino)methyl)-7-phenyl-5,6,7,7a-tetrahydro-4bH-cyclopenta[4,5]furo[2,3-c]pyridin-4b-ol (Cpd. No. 203F) as its TFA salt. Yield: 40.5 mg (0.0574 mmol, 57%), white solid; MS (ESI) m\/z 591.3 [M+1]+; 1H NMR (400 MHz, DMSO-d6) delta 9.14 (b, 1H), 8.52 (b, 1H), 8.21 (s, 1H), 8.13 (s, 1H), 7.52 (d, J=1.9 Hz, 1H), 7.34 (d, J=8.6 Hz, 2H), 7.14-7.08 (m, 5H), 6.85-6.80 (m, 2H), 6.53 (d, J=1.9 Hz, 1H), 6.35 (s, 1H), 5.52 (b, 1H), 4.63-4.48 (m, 2H), 3.92 (s, 3H), 3.91 (s, 3H), 3.78-3.68 (m, 1H), 3.54-3.44 (m, 1H), 3.45 (dd, J=11.1, 2.5 Hz, 1H), 3.27 (d, J=13.6 Hz, 1H), 3.21 (dd, J=11.4, 6.8 Hz, 1H), 3.10-3.02 (m, 1H), 2.76-2.66 (m, 1H).<\/p>\n

The synthetic route of 27258-33-9 has been constantly updated, and we look forward to future research findings.<\/p>\n","protected":false},"excerpt":{"rendered":"

The synthetic route of 27258-33-9 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":[160,131],"tags":[126],"class_list":["post-886","post","type-post","status-publish","format-standard","hentry","category-27258-33-9","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"\nNew downstream synthetic route of 27258-33-9<\/title>\n<meta name=\"description\" content=\"In the next few decades, the world population will flourish. 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