Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 64372-62-9
A 3 M K2CO3 solution is prepared by adding solid K2CO3 (31 g, 0.22 mol) to water (100 mL). Cooling is applied to keep the solution at 20-25 C. (2-chloro-5-(trifluoromethyl)phenyl) methanol (compound of formula 13) (17.5 g, 84 mmol), and boronic acid 5 (Scheme 3) (18.1 g, 85 mmol) are added to the K2CO3 followed by THF (100 mL) rinse. The solution is degassed by sparging with argon gas for 20 min. The catalyst, 1,1 bis(di-tert-butyiphosphino)ferrocene palladium dichloride (300 mg, 0.55 mol%) is added. The organic layer turns dark brown immediately. The biphasic mixture is aged at 35-45 C with vigorous stirring for 32 hours. The mixture is cooled to room temperature and water (150 mL) is added, followed by petroleum ether (150 mL) and the aqueous layer is removed. The organic layer was washed with water (2×200 mL) and filtered through silica gel and the solvent is removed under reduced pressure to yield brownish oil which is crystallized from heptane to give a pale white solid (28.5 g, 80%). mp 93.5-95.5 C; 1H NMR (CDCl3) delta 1.24 (d, J = 6.9 Hz, 6H), 1.95 (t, J =6.1 Hz, 1H), 3.21 (sept, J = 6.9 Hz, 1H), 3.73 (s, 3H), 4.49 (m, 2H), 6.68 (d, J =12.0 Hz, 1H), 6.99 (d, J = 8.6 Hz, 1H), 7.30 (d, J = 7.9 Hz, 1H), 7.59 (dd, J1 = 8.0 Hz, J2 =1.3 Hz, 1H), 7.86 (d, J = 0.7 Hz, 1H). The impurity (5′-ethyl-4′-fluoro-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl)methanol (~ 3 %), which is formed from 5-ethyl-4-fluoro-2-methoxyphenylboronic acid present in the starting material under the conditions described in Step 5, was detected in the product.
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Reference:
Patent; LEK Pharmaceuticals d.d.; EP2468736; (2012); A1;,
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