Application of 55414-72-7, 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. 55414-72-7, name is (2-Amino-5-methoxyphenyl)methanol, molecular formula is C8H11NO2, 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.
Compound 21 (120 mg, 0.72 mmol) and EDC.HCl (165 mg, 0.86 mmol) were dissolved in DMF(2 mL) and stirred for 5 minutes. To this mixture at 0 C was added a solution of 1-hydroxybenzotriazole (116 mg, 0.86 mmol) and compound 4 (132 mg, 0.86 mmol) in DMF (1mL),followed by DIPEA (0.18 mL, 1.08 mmol). The reaction mixture was stirred under N2 atmosphere atroom temperature for 24 h. The solvent was evaporated under reduced pressure. The crude product was dissolved in HCl (5 mL, 1N) and ethyl acetate (10 mL). After partitioning of the two layers, the aqueous layer was extracted with ethyl acetate (4 x 15 mL). All organic layers were combined and washed with water (10 x 20 mL). Finally the organic layer was dried with MgSO4 and evaporated onto silica. The crude product was purified by column chromatography, eluting with 1:4 ethylacetate/dichloromethane, to produce the title compound as a moist white solid (118 mg, 55%) and 23 asa yellow solid (50 mg, 27%). Data for 22: m.p. 144-146 C; IR (neat) vmax (cm-1) 3232, 3071, 2918,2864, 2712, 2450, 2284, 2111, 2069, 1647, 1580, 1521; 1H NMR (400 MHz, CDCl3) delta 8.56 (s, 1H,NH), 8.11 (d, J = 8.1 Hz, ArH3), 7.97 (d, J = 8.7 Hz, ArH6), 7.68 (m, 3H, ArH4, ArH6, ArH5), 6.93(d, J = 8.7 Hz, ArH5), 6.81 (s, 1H, ArH3), 4.74 (s, 2H, CH2), 3.82 (s, 3H, OCH3) 3.96 (s, H, OH);13C{1H} NMR (101 MHz, CDCl3) delta 164.9 (C=O), 157.2 (C4), 146.8 (C2), 134.0 (C4), 133.2 (C1),132.7 (C1), 130.9 (C6), 129.5 (C2), 128.9 (C5), 125.3 (C6), 124.9 (C3), 113.8 (C5), 64.5 (CH2), 55.7(OCH3); HRMS (ESI, +ve) C15H14N2O5Na+ [MNa+] requires m/z 325.0795, found 325.0772. Data for 23: m.p. 135-137 C; IR (neat) vmax (cm-1) 3235, 3069, 2646, 2321, 2103, 1920, 1729, 1655,1523; 1H NMR (400 MHz, CDCl3) delta 8.30 (s, 1H, NH), 8.14 (d, J = 8.2 Hz, ArH), 7.84-7.81 (m, 2H,ArH), 7.75-7.61 (m, 6H, ArH), 7.03-6.98 (m, 2H, ArH), 5.36 (s, 2H, CH2), 3.83 (s, 3H, OCH3);13C{1H} NMR (101 MHz, CDCl3) delta 166.0, 165.7, 157.9, 148.0, 146.5, 134.1, 133.3, 133.0, 132.3, 130.8, 130.3, 129.1, 129.0, 128.8, 127.5, 127.0, 124.8, 124.0, 116.8, 115.9, 65.7, 55.7; HRMS (ESI,+ve) C22H17N3O8Na+ [MNa+] requires m/z 474.0928, found 474.0882.
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 55414-72-7, (2-Amino-5-methoxyphenyl)methanol.
Reference:
Article; Lizarme, Yuvixza; Wangsahardja, Jonatan; Marcolin, Gabriella M.; Morris, Jonathan C.; Jones, Nicole M.; Hunter, Luke; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1480 – 1487;,
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