Methyl 5-(chloromethyl)-2-furoate is a useful chemical compound with a variety of research applications. We are pleased to offer high quality Methyl 5-(chloromethyl)-2-furoate in various sizes (for research, pilot-scale, or production applications) from milligrams to multi-kilogram batches, making it easy for you to choose the right amount to suit your needs.
Methyl 5-(chloromethyl)furan-2-carboxylate is used as a versatile building block in the synthesis of various biologically relevant compounds. It was used in the synthesis conjugated…
Methyl 5-(chloromethyl)-2-furoate [2144-37-8]
is a white to yellow crystalline solid with the melting point of 29-30 °C. 
At higher temperatures it is a clear oil with the boiling point of 114-116 °C/3 mbar. It is insoluble in water and soluble in the usual organic solvents. It darkens it color after long standing.
It can be prepared by Blanc type chloromethylation of commercially available methyl furan-2-carboxylate with paraformaldehyde, zinc chloride and anhydrous hydrogen chloride.
Another possibility of preparation is chlorination of hydroxymethyl derivative, which can be obtained from D-glucono-δ-lactone.
Application of Methyl 5-(chloromethyl)-2-furoate:
Methyl 5-(chloromethyl)furan-2-carboxylate is used as a versatile building block in the synthesis of various biologically relevant compounds. It was used in the synthesis conjugated hydroxamic acids as a potent anti-tumor histone deacetylase (HDAC) inhibitors.
It also served as a starting material in the synthesis of furan-2-carboxamide analogues as novel positive allosteric modulators of N-Methyl-D-aspartate receptors.
It was used in the synthesis of novel guanidine-derived non-peptide gonadotropin releasing hormone receptor antagonists that may serve as useful therapeutic agents for treating hormone-dependent pathologies including hormone-dependent prostate and breast cancer.
Product categorization (Chemical groups):
 C. Schmuck, U. Machon Eur. J. Org. Chem. 2006
, 4385. doi:10.1002/ejoc.200600324 
A. L. Mndzhoian Methyl 5-(Chloromethyl)-2-Furoate. In: Syntheses of Heterocyclic Compounds 1959
, 31, Springer doi:10.1007/978-1-4757-6658-5_13 
S. Nielek, T. Liesak J. Prakt. Chem. 1988
, 825. doi:10.1002/prac.19883300523 
M. J. Pedersen, C. M. Pedersen Synthesis of precursors of 2,5-furandicarboxylic acid 2019
, Københavns Universitet, WO2019170204A1 
H. Su, A. Nebbioso, V. Carafa, Y. Chen, B. Yang, L. Altucci, Q. You Bioorg. Mech. Chem. 2008
(17), 7992. doi:10.1016/j.bmc.2008.07.066 
Z. Li, G. Cai, F. Fang, W. Li, M. Fan, J. Lian, Y. Qiu, X. Xu, X. Lv, Y. Li, R. Zheng, Y. Wang, Z. Li, G. Zhang, Z. Liu, Z. Huang, L. Zhang J. Med. Chem. 2021
(9), 5551. doi:0.1021/acs.jmedchem.0c02018 
D. R. Luthin, Y. Hong, V. P. Pathak, G. Paderes, K. D. Nared-Hood, M. A. Castro, H. Vazir, H. Li, E. Tompkins, L. Christie, J. M. May, M. B. Anderson Bioorg. Med. Chem. Lett. 2002
(23), 3467. doi:10.1016/S0960-894X(02)00755-2