methyl 5-(aminomethyl)-2-chlorobenzoate hydrochloride synthesis
- Product Name:methyl 5-(aminomethyl)-2-chlorobenzoate hydrochloride
- CAS Number:90942-47-5
- Molecular formula:C9H11Cl2NO2
- Molecular Weight:236.0951
![Benzoic acid, 2-chloro-5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-, methyl ester](/CAS/20210305/GIF/1427158-17-5.gif)
1427158-17-5
90942-47-5
Methyl 5-((tert-butoxycarbonylamino)methyl)-2-chlorobenzoate (100 mg, 0.334 mmol) was used as a raw material, which was dissolved in 1 mL of EtOAc solution saturated with HCl and the reaction was stirred for 2 hours at room temperature. Upon completion of the reaction, the reaction mixture was concentrated and ground with pentane to yield 80 mg of the final target product, methyl 5-(aminomethyl)-2-chlorobenzoate hydrochloride. The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 8.20 (br s, 3H), 7.95 (s, 1H), 7.67 (s, 2H), 4.00 (s, 2H), 3.88 (s, 3H).
118-91-2
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90942-47-5
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Yield:-
Steps:
Multi-step reaction with 4 steps
1.1: sulfuric acid / 16 h / 22 - 26 °C
2.1: hydrogenchloride / water; 1,4-dioxane / 12 h / Reflux
2.2: 16 h / 0 - 26 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 22 - 26 °C
4.1: hydrogenchloride / ethyl acetate / 2 h / 22 - 26 °C
References:
GLENMARK PHARMACEUTICALS S.A.;GHARAT, Laxmikant Atmaram;BANERJEE, Abhisek;KHAIRATKAR-JOSHI, Neelima;KATTIGE, Vidya Ganapati WO2013/72825, 2013, A1
![Benzoic acid, 2-chloro-5-[[(2,2,2-trifluoroacetyl)amino]methyl]-](/CAS/20210111/GIF/1294496-57-3.gif)
1294496-57-3
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90942-47-5
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90942-47-5
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