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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of (2-Amino-6-fluorophenyl)methanol

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 221285-25-2, (2-Amino-6-fluorophenyl)methanol.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 221285-25-2, name is (2-Amino-6-fluorophenyl)methanol. A new synthetic method of this compound is introduced below., Computed Properties of C7H8FNO

General procedure: A solution of 4-toluene sulfonyl chloride (4.58 g, 1.2 equiv) or methanesulfonyl chloride (1.9 mL, 1.2 equiv) and pyridine (2 mL, 1.3 equiv) in 20 mL CH2Cl2 was added slowly to the solution of compound 11 (0.02 mol) in 40 mL CH2Cl2. The mixture was stirred overnight at room temperature. Then 30 mL diluted HCl solution was added to the reaction mixture, the organic layer was separated using separating funnel. Subequently, the aqueous phase was extracted with 15 mL CH2Cl2 three times, the combined organic layers were washed separately with saturated NaHCO3 (30 mL) and saturated NaCl (30 mL) three times. The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by column chromatography using petroleum ether/EtOAc = 1/1 to give the product 12.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 221285-25-2, (2-Amino-6-fluorophenyl)methanol.

Reference:
Article; Xu, Changrui; Wu, Zhengxing; Chen, Jianzhong; Xie, Fang; Zhang, Wanbin; Tetrahedron; vol. 73; 14; (2017); p. 1904 – 1910;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Some tips on 221285-25-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,221285-25-2, (2-Amino-6-fluorophenyl)methanol, and friends who are interested can also refer to it.

Reference of 221285-25-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 221285-25-2, name is (2-Amino-6-fluorophenyl)methanol. A new synthetic method of this compound is introduced below.

N-(3-Fluoro-2-(hydroxymethyl)phenyl)pivalamide; Trimethylacetyl chloride (0.25 mL, 1.99 mmol) was added to a solution of (2-amino-6-fluorophenyl)methanol (268 mg, 1.90 mmol) in CH2Cl2 (10 mL) at 0° C., followed by the addition of DIEA (1.0 mL, 5.7 mmol). The mixture was stirred for 1 hr, followed by normal aqueous work-up to afford the expected crude product, N-(3-fluoro-2-(hydroxymethyl)phenyl)pivalamide, as a colorless oil(415 mg, 97percent yield), which was used directly in the next step; 1H NMR (400 MHz, CDCl3) delta ppm 1.29 (s, 9 H), 2.64 (s, 1 H), 4.78 (d, J=4.78 Hz, 2 H), 6.75-6.84 (m, 1 H), 7.23 (td, J=8.62, 5.92 Hz, 1 H), 7.86 (d, J=8.31 Hz, 1 H), 8.97 (s, 1 H); Mass spec. 226.11 (MH+), Calc. for C12H16FNO2 225.12.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,221285-25-2, (2-Amino-6-fluorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/259850; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts