A new synthetic route of (2-Amino-6-fluorophenyl)methanol

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,221285-25-2, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 221285-25-2, (2-Amino-6-fluorophenyl)methanol, 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, 221285-25-2, blongs to alcohols-buliding-blocks compound. Quality Control of (2-Amino-6-fluorophenyl)methanol

EXAMPLE 39-fluoro-2,3-bis(2-methoxyethoxy)-8H-quinazolino[4,3-b]quinazoline mesylate (V-3)4-chloro-6,7-bis(2-methoxyethoxy)quinazoline (3.12 g, 10 mmol) and 2-amino-6-fluoro-benzyl alcohol (1.41 g, 10 mmol) were dissolved in 20 ml isopropanol to form a solution, and 0.55 ml of concentrated hydrochloric acid was added dropwise to the solution.The reaction was carried out according to General Method Ito obtain a white solid intermediate M-3 (3.92 g, 85.96percent).M-3 (2.27 g, 5 mmol) was dissolved in 15 ml toluene, and cooled in an ice bath.Triethylamine (15 mmol) and methanesulfonyl chloride (20 mmol) were added to the reaction mixture dropwise sequentially.The reaction lasted for 7 h at room temperature.Water (30 ml) was added to the reaction mixture, and the reaction mixture was extracted by dichloromethane three times.The organic phase was combined, washed with water three times, then washed with saturated NaCl solution three times, and dried by anhydrous sodium sulfate.The solution was filtered to obtain a filtrate, which was concentrated under vacuum to obtain the crude product as a light yellow solid, which was recrystallized by ethanol or separated by column chromatography to obtain a white solid V-3′ (1.76 g, 88.22percent).The white solid V-3′ (2 mmol) obtained above was dissolved in hot ethanol, and methanesulfonic acid (2 mmol) was added dropwise into the ethanol solution.The solution was refluxed for 30 min, cooled and precipitated to obtain the compound V-3.MS(ESI):[M+H]+=400.1H-NMR(400 MHz,CDCl3) deltappm: 3.44(s,6H), 3.85(m,4H), 4.26(m,2H), 4.41(m,2H), 5.61(s,2H), 7.12(s,1H), 7.18-7.30(m,3H), 7.6(8s,1H), 8.32(s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,221285-25-2, its application will become more common.

Reference:
Patent; Li, Jianqi; Zhang, Zixue; Xie, Peng; Zhang, Qingwei; US2011/288086; (2011); A1;,
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