A common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 13078-79-0.
Example 23; 3-[5,6-Bis(methyloxy)-2-pyridinyll-Lambda/-[2-(3-chlorophenylkthyll-2,4-dioxo-l,2,3,4- tetrahydrothieno[3,2-|pyrimidine-6-carboxamide To a stirred solution of 3-[5,6-bis(methyloxy)-2-pyridinyl]-2,4-dioxo- 1,2,3,4- tetrahydrothieno[3,2-d]pyrimidine-6-carboxylic acid (Id, 70 mg, 0.200 mmol) in Nu,Nu- Dimethylformamide (DMF) (1.5 ml) were added 2-chloro-l,3-dimethyl-4,5-dihydro-lH-imidazol- 3-ium (50.8 mg, 0.301 mmol), DIEA (0.105 ml, 0.601 mmol) and [2-(3-chlorophenyl)ethyl] amine (37.4 mg, 0.240 mmol). Reaction was allowed to stir overnight at room temperature. The solvent was removed and the resulting crude material was dissolved in DMSO (1 mL), which then underwent preparative Reversed phase HPLC under acidic conditions to afford 3-[5,6- bis(methyloxy)-2-pyridinyl]-N-[2-(3-chlorophenyl)ethyl]-2,4-dioxo-l,2,3,4-tetrahydrothieno[3,2- phiyrimidine-6-carboxamide (Yield: 25 mg, 26%); MS(ES+) m/e 487 (MH+); 1H NuMR (400 MHz, DMSO-(Z6) delta ppm 2.87 (t, J=7.20 Hz, 2 H) 3.45 - 3.55 (m, 2 H) 3.80 (s, 3 H) 3.85 (s, 3 H) 7.02 (d, J=8.08 Hz, 1 H) 7.21 (d, J=7.33 Hz, 1 H) 7.25 - 7.38 (m, 3 H) 7.45 (d, J=8.34 Hz, 1 H) 7.60 (s, 1 H) 9.13 (t, J=5.56 Hz, 1 H) 12.24 (s, 1 H).
The synthetic route of 2-(3-Chlorophenyl)ethanamine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE LLC; SCHULZ, Mark, James; WANG, Younghui; GHERGUROVICH, Jonathan M.; WO2010/59555; (2010); A1;,
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