Electric Literature of 67120-39-2, A common heterocyclic compound, 67120-39-2, name is 5-Chloro-2,3-dihydro-1H-inden-1-amine, molecular formula is C9H10ClN, 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.
A mixture of compound 1 (110 mg, 0.302 mmol), crude 5-chloro-l- indanamine (100 mg, 0.604 mmol), and potassium carbonate (167 mg, 1.24 mmol) in dioxane (15 mL) was refluxed for 2 hrs. The volatiles were removed in vacuo. The residue was partitioned into ethyl acetate and water. The organic extracts were dried over anhydrous sodium sulfate and concentrated in vacuo. The crude product was purified by preparative- HPLC to give 32 mg (21% yield) of compound A7 as a white solid: 91.2% purity (LCMS); MS m/z: 498.2 (M+l); 1H NMR (CDC13, 500 MHz) delta 8.43 (d, J= 8.5 Hz, 1H), 7.90 (t, J = 8.0 Hz, 1H), 7.66 (t, JHF = 53.5 Hz, 1H), 7.47-7.38 (m, 2H), 7.33-7.25 (m, 2H), 7.24-7.19 (m, 1H), 5.64 (m, 1H), 5.51 and 5.44 (2d, J= 8.5 and 8.5 Hz, 1H), 3.93 (m, 4H), 3.82 (m, 4H), 3.05 (m, 1H), 2.95 (m, 1H), 2.75 (m, 1H), 2.03 (m, 1H) ppm.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; PATHWAY THERAPEUTICS INC.; BROWN, David, S.; MATTHEWS, David, J.; WO2012/135166; (2012); A1;,
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