Analyzing the synthesis route of (2,6-Dichlorophenyl)methanol

Statistics shows that 15258-73-8 is playing an increasingly important role. we look forward to future research findings about (2,6-Dichlorophenyl)methanol.

Related Products of 15258-73-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, molecular weight is 177.03, as common compound, the synthetic route is as follows.

To a solution of (2,6-dichloro-phenyl)-methanol (4.97 mmol) in DMA was added NaH (200 mg, 4.97 mmol) at RT, and the mixture was stirred for 1 h at RT. 2- Chloro-pyrido[3,4-d]pyrimidin-4-ol (150 mg, 0.83 mmol) was added. The mixture was stirred overnight at RT and concentrated. The residue was purified by FC (DCM/MeOH=20/1) to give 140 mg (53%) of the title compound. ?H NMR (400 MHz, DMSO): oe 5.68 (s, 2H), 7.49-7.53 (m, 1H), 7.59-7.6 1 (m, 2H), 7.86 (d, J 4.8 Hz, 1H), 8.53 (d, J= 4.8 Hz, 1H), 8.92 (s, 1H), 12.71 (s, 1H). [M+H] Calc?d for C,4H9C12N302, 322; Found, 322.

Statistics shows that 15258-73-8 is playing an increasingly important role. we look forward to future research findings about (2,6-Dichlorophenyl)methanol.

Reference:
Patent; QUANTICEL PHARMACEUTICALS, INC.; KANOUNI, Toufike; STAFFORD, Jeffrey, Alan; VEAL, James, Marvin; WALLACE, Michael, Brennan; WO2014/151106; (2014); A1;,
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Some tips on (2,6-Dichlorophenyl)methanol

According to the analysis of related databases, 15258-73-8, the application of this compound in the production field has become more and more popular.

Application of 15258-73-8, Adding some certain compound to certain chemical reactions, such as: 15258-73-8, name is (2,6-Dichlorophenyl)methanol,molecular formula is C7H6Cl2O, 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 15258-73-8.

A solution of(2,6-dichlorophenyl)methanol (1.07 g, 6.06 mmol) in DMF (15 mL) was treated with NaH (60% in mineral oil; 661 mg, 16.5 mmol) and stirred at rt for 15 mm. The mixture was treated with 2-chloro-7,8-dihydroquinolin-5(6B)-one (1.00 g, 5.51mmol) and stirred at rt for 1.5 h. Chipped ice (5 g) was added and the mixture was extracted twice with EtOAc. The combine organic phases were washed with brine, dried and concentrated. The residue was subjected to column chromatography on silica gel, eluting with EtOAc-hexanes (0-40%), to provide 2-((2,6-dichlorobenzyl)oxy)-7,8- dihydroquinolin-5(6B)-one (1.35 g, 76% yield). LCMS m/z 321.8, 323.8, 325.8 (M+H), HPLC tR 3.71 mm (method B). 1H NMR (400 MHz, CDCl3) delta 8.21 (d, J=8.58 Hz, 1H), 7.37-7.44 (m, 2H), 7.20-7.33 (m, 1H), 6.71 (d, J=8.58 Hz, 1H), 5.69 (s, 2H), 3.09 (t, J=6.16 Hz, 2H), 2.62-2.70 (m, 2H), 2.14-2.28 (m, 2H).

According to the analysis of related databases, 15258-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Qingjie; DHAR, T.G. Murali; QIN, Lan-ying; XIAO, Hai-Yun; LI, Jianqing; CHERNEY, Robert, J.; (162 pag.)WO2018/71620; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts