Synthesis of 6-(Bromomethyl)-4-methoxy-5,6,7,8-tetrahydropyrido- [3,2-d]pyrimidin-2-ol from 6-Methylpyrimidine-2,4-diol

Chemical Research in Chinese Universities ›› 2012, Vol. 28 ›› Issue (1): 57-60.

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Synthesis of 6-(Bromomethyl)-4-methoxy-5,6,7,8-tetrahydropyrido- [3,2-d]pyrimidin-2-ol from 6-Methylpyrimidine-2,4-diol

LIU Wei-dong², DENG Xi-ling², ZHANG Zhi-li², WANG Xiao-wei², LIU Jun-yi^1,2*

1. State Key Laboratory of Natural and Biomimetic Drug, Peking University, Beijing 100191, P. R. China;
2. Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. China

Received:2011-04-07 Revised:2011-05-16 Online:2012-01-25 Published:2011-12-27
Contact: Jun-Yi LIU E-mail:jyliu@bjmu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(Nos.20672008, 20972011) and the PhD Foundation of the Ministry of Education of China.

Abstract

Abstract: 6-(Bromomethyl)-4-methoxy-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-2-ol(compound 9) was synthesized from 6-methylpyrimidine-2,4-diol(compound 1) through the crucial steps of 6-methyl alkylating and intramolecular cyclization. The assignment of the structure of compound 9 was performed by its spectral data, ¹H NMR, ¹³C NMR, HMBC, and HRMS spectra.

Key words: Heterocycle, Carbanion, Alkylation, Reduction, Cyclization

LIU Wei-dong, DENG Xi-ling, ZHANG Zhi-li, WANG Xiao-wei, LIU Jun-yi. Synthesis of 6-(Bromomethyl)-4-methoxy-5,6,7,8-tetrahydropyrido- [3,2-d]pyrimidin-2-ol from 6-Methylpyrimidine-2,4-diol[J]. Chemical Research in Chinese Universities, 2012, 28(1): 57-60.

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Synthesis of 6-(Bromomethyl)-4-methoxy-5,6,7,8-tetrahydropyrido- [3,2-d]pyrimidin-2-ol from 6-Methylpyrimidine-2,4-diol

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