The origin of a common compound about trans-Cyclohexane-1,4-diol

According to the analysis of related databases, 6995-79-5, the application of this compound in the production field has become more and more popular.

Reference of 6995-79-5, Adding some certain compound to certain chemical reactions, such as: 6995-79-5, name is trans-Cyclohexane-1,4-diol,molecular formula is C6H12O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6995-79-5.

A 5 mL microwave vial was charged with 60percent sodium hydride (70 mg, 1.750 mmol) and trans-1,4- cyclohexanediol (180 mg, 1.550 mmol), purged with nitrogen, added DMF (2 mL), and stirred the mixture for 10 min at ambient temperature. A solution of 7-(2-fluoropyridin-4-yl)-4-(2-methoxyphenyl)- 3,4-dihydro-2H-pyrano[2′,3′:4,5]imidazo[l,2-a]pyridine (151 mg, 0.402 mmol, Preparation 93) in DMF (2 mL) was added, and heated at 120 °C for 105 min. Quenched with water (50 mL), extracted twice with EtOAc, washed with 10 mL brine, and dried over NaaSOzi. Chromatographed on a Grace Reveleris 24g column, eluted with 0-100percent 3: 1 EtOAc:EtOH in 1 : 1 DCM:Heptane (30 mL/min), affording the title compound (83.4 mg, 44.0percent); lH NMR (400 MHz, DMSO- 6) delta 8.09 (dd, J = 5.4, 0.6 Hz, 1H), 7.93 (dd, J= 1.9, 1.0 Hz, 1H), 7.54 (dd, J= 9.3, 1.8 Hz, 1H), 7.50 (dd, J= 9.3, 1.0 Hz, 1H), 7.21 (ddd, J= 8.2, 7.4, 1.7 Hz, 1H), 7.09 – 7.02 (m, 2H), 6.90 (dd, J = 1.6, 0.8 Hz, 1H), 6.73 (td, J = 7.5, 1.1 Hz, 1H), 6.44 (dd, J = 7.6, 1.7 Hz, 1H), 4.95 – 4.85 (m, 1H), 4.82 (dd, J= 6.2, 3.5 Hz, 1H), 4.54 (d, J= 4.2 Hz, 1H), 4.25 (ddd, J = 11.2, 4.8, 3.2 Hz, 1H), 3.95 (td, J = 11.0, 2.1 Hz, 1H), 3.87 (s, 3H), 3.52 – 3.42 (m, 1H), 2.42 – 2.31 (m, 1H), 2.09 – 2.02 (m, 1H), 2.02 – 1.93 (m, 2H), 1.84 – 1.75 (m, 2H), 1.46 – 1.32 (m, 2H), 1.32 – 1.18 (m, 2H). MS (ESI+) m/z 472 (M+H). LC/MS (Table 1, ab) Rt = 0.86 min; MS m/z: 472 (M+H)+ (TNF ICso = A).

According to the analysis of related databases, 6995-79-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
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