2-氯甲基吡啶

2-氯甲基吡啶
	IUPAC名; 2-(Chloromethyl)pyridine
识别
CAS号	4377-33-7
PubChem	23393
ChemSpider	21875
SMILES	C1=CC=NC(=C1)CCl;
ChEBI	76601
性质
化学式	C6H6ClN
摩尔质量	127.57 g·mol−1
外观	浅黄色或白色粉末
熔点	79 °C
危险性
	GHS危险性符号;
GHS提示词	危险
H-术语	H302, H314
P-术语	P260, P264, P270, P280, P301+312+330, P301+330+331, P310, P363, P405, P501
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

2-氯甲基吡啶是一种有机氯化合物，化学式为C₆H₆CClN，它是吡啶邻位（2号位）的氢被氯甲基取代的化合物。它可用于合成其它吡啶类配体。^[2]^[3]

合成与反应

2-氯甲基吡啶可由吡啶-2-甲醇和氯化亚砜在二氯甲烷中反应制得。^[4]它和甲胺在三乙胺存在下反应，可以得到N-甲基吡啶甲胺。^[5]

参考文献

^ Zhang, Jun; Cui, Huiling; Hojo, Masashi; Shuang, Shaomin; Dong, Chuan. Synthesis and spectral studies of 2-[(N-ethyl carbazole)-3-sulfonyl ethylenediamine]-1-N,N-2-(2-methypyridy) as a fluorescence probe for Zn2+. Bioorganic & Medicinal Chemistry Letters. 2012, 22 (1): 343–346. doi:10.1016/j.bmcl.2011.11.004.
^ Buhaibeh, Ruqaya; Duhayon, Carine; Valyaev, Dmitry A.; Sortais, Jean-Baptiste; Canac, Yves. Cationic PCP and PCN NHC Core Pincer-Type Mn(I) Complexes: From Synthesis to Catalysis. Organometallics. 2021, 40 (2): 231–241. S2CID 234156476. doi:10.1021/acs.organomet.0c00717.
^ Rapko, B. M.; Duesler, E. N.; Smith, P. H.; Paine, R. T.; Ryan, R. R. Chelating Properties of 2-((Diphenylphosphino)methyl)pyridine N,P-dioxide and 2,6-Bis((diphenylphosphino)methyl)pyridine N,P,P'-trioxide Toward f-Element Ions. Inorganic Chemistry. 1993, 32 (10): 2164–2174. doi:10.1021/ic00062a047.
^ Yan, Yu-Hang; Li, Wenfang; Chen, Wei; Li, Chao; Zhu, Kai-Rong; Deng, Ji; Dai, Qing-Qing; Yang, Ling-Ling; Wang, Zhenling; Li, Guo-Bo. Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors. European Journal of Medicinal Chemistry. 2022, 228: 113965. doi:10.1016/j.ejmech.2021.113965.
^ Jiang, Zhigan; Wang, Yan; Wang, Wenya; Wang, Shengzheng; Xu, Bo; Fan, Guorong; Dong, Guoqiang; Liu, Yang; Yao, Jianzhong; Miao, Zhenyuan; Zhang, Wannian; Sheng, Chunquan. Discovery of highly potent triazole antifungal derivatives by heterocycle-benzene bioisosteric replacement. European Journal of Medicinal Chemistry. 2013, 64: 16–22. doi:10.1016/j.ejmech.2013.04.025.

[1] Zhang, Jun; Cui, Huiling; Hojo, Masashi; Shuang, Shaomin; Dong, Chuan. Synthesis and spectral studies of 2-[(N-ethyl carbazole)-3-sulfonyl ethylenediamine]-1-N,N-2-(2-methypyridy) as a fluorescence probe for Zn2+. Bioorganic & Medicinal Chemistry Letters. 2012, 22 (1): 343–346. doi:10.1016/j.bmcl.2011.11.004.

[2] Buhaibeh, Ruqaya; Duhayon, Carine; Valyaev, Dmitry A.; Sortais, Jean-Baptiste; Canac, Yves. Cationic PCP and PCN NHC Core Pincer-Type Mn(I) Complexes: From Synthesis to Catalysis. Organometallics. 2021, 40 (2): 231–241. S2CID 234156476. doi:10.1021/acs.organomet.0c00717.

[3] Rapko, B. M.; Duesler, E. N.; Smith, P. H.; Paine, R. T.; Ryan, R. R. Chelating Properties of 2-((Diphenylphosphino)methyl)pyridine N,P-dioxide and 2,6-Bis((diphenylphosphino)methyl)pyridine N,P,P'-trioxide Toward f-Element Ions. Inorganic Chemistry. 1993, 32 (10): 2164–2174. doi:10.1021/ic00062a047.

[4] Yan, Yu-Hang; Li, Wenfang; Chen, Wei; Li, Chao; Zhu, Kai-Rong; Deng, Ji; Dai, Qing-Qing; Yang, Ling-Ling; Wang, Zhenling; Li, Guo-Bo. Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors. European Journal of Medicinal Chemistry. 2022, 228: 113965. doi:10.1016/j.ejmech.2021.113965.

[5] Jiang, Zhigan; Wang, Yan; Wang, Wenya; Wang, Shengzheng; Xu, Bo; Fan, Guorong; Dong, Guoqiang; Liu, Yang; Yao, Jianzhong; Miao, Zhenyuan; Zhang, Wannian; Sheng, Chunquan. Discovery of highly potent triazole antifungal derivatives by heterocycle-benzene bioisosteric replacement. European Journal of Medicinal Chemistry. 2013, 64: 16–22. doi:10.1016/j.ejmech.2013.04.025.

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