Introduction of a new synthetic route about 4152-92-5

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 4152-92-5, (2-(Aminomethyl)phenyl)methanol.

Application of 4152-92-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4152-92-5, name is (2-(Aminomethyl)phenyl)methanol, molecular formula is C8H11NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 1(3R,6f?)-3-(2,3-Dihydro-1 H-inden-2-yl)-6-(1 -ethylpropyl)-1 -[2(hydroxymethyl)- benzyI]piperazine-2,5-dione [2-(Aminomethyl)phenyl]methanol (4.12g, 30 mmol) was dissolved in methanol (30ml) and 2-ethylbutanal (3.7ml, 30 mmol) added followed by (2R)-2,3-dihydro-1H-inden-2- yl({[(1 ,1-dimethylethyl)oxy]carbonyl}amino)ethanoic acid (8.74g, 30 mmol). The mixture was stirred for 15 minutes before 4-chlorophenylisonitrile (4.13g, 30 mmol) was added. The mixture was stirred for 2.25 hours and then left to stand at room temperature overnight (16.3 hours) before it was cooled in an ice / water bath. Then acetyl chloride (12.75ml, 179.5 mmol) was added dropwise, keeping the reaction temperature below 200C. Then the mixture was stirred in the cooling bath for a further 10 minutes before it was stirred at room temperature. After 5 hours the mixture was evaporated under reduced pressure to leave a dark brown gum. The gum was stirred in chloroform (75ml) and saturated aqueous sodium bicarbonate solution (75ml) for 20 minutes before it was diluted with chloroform (75ml) and the phases separated. The aqueous phase was extracted with chloroform (3 * 75ml). The combined organic phase was dried (MgSO4) and concentrated under reduced pressure to ca. 75ml. The chloroform solution was treated with glacial acetic acid (3ml) and left to stand, at room temperature over the weekend. Then the reaction mixture was washed with 2M hydrochloric acid (75ml), followed by saturated aqueous sodium bicarbonate solution (75ml). The organic phase was dried (MgSO4) and evaporated under reduced pressure and dried to leave a brown foam. The foam was loaded in dichloromethane onto a 33Og flash silica chromatography column (pre-eluted with 20% ethyl acetate in cyclohexane). The column was eluted with 20% to 100% ethyl acetate in cyclohexane to afford (3f?,6R)-3-(2,3-dihydro-1H-inden-2- yl)-6-(1-ethylpropyl)-1-[2-(hydroxymethyl)benzyl]piperazine-2,5-dione (4.12g) as a pale brown solid. HPLC (A) Rt = 3.26 minutes; m/z [M+H]+ = 421. EPO 1H NMR (CDCI3) delta 7.37 (m, 1 H), 7.30 (m, 2H), 7.21 (m, 5H), 6.84 (br d,1 H), 5.45 (d, 1 H), 4.74 and 4.63 (d, 2H), 4.16 (d, 1 H), 4.08 (dd, 1 H), 4.04 (d, 1 H), 3.15 (m, 3H), 2.92 (m, 1H), 2.78 (m, 2H), 1.76 (m, 1 H), 1.62 (m, 3H), 1.31 (m, 1 H), 0.92 (m, 6H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 4152-92-5, (2-(Aminomethyl)phenyl)methanol.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/67462; (2006); A1;,
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