An alternate route to 2-amino-3-nitro-5-bromo-4-picoline: Regioselective pyridine synthesis via 2-nitramino-picoline intermediate

Bhattacharya A; Purohit VC; Deshpande P; Pullockaran A; Grosso JA; DiMarco JD; Gougoutas JZ

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An alternate route to 2-amino-3-nitro-5-bromo-4-picoline: Regioselective pyridine synthesis via 2-nitramino-picoline intermediate

机译：2-氨基-3-硝基-5-溴-4-甲基吡啶的另一种途径：通过2-硝基氨基-甲基吡啶中间体的区域选择性吡啶合成

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The 2-nitramino functionality in 2-nitramino-4-picoline was successfully exploited not only as a protecting group but also as a directional handle to afford an efficient, atom-economic, and regioselective synthesis of 2-amino-5-bromo-3-nitro-4-picoline (4), a precursor for a drug candidate in development.

机译：2-nitramino-4-picoline中的2-nitramino官能团不仅被成功地用作保护基，而且还被用作方向性手柄，以提供高效，原子经济和区域选择性的2-amino-5-bromo-3合成-硝基-4-甲基吡啶（4），正在开发中的候选药物。

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《Organic process research & development》 |2007年第5期|共4页
作者
Bhattacharya A; Purohit VC; Deshpande P; Pullockaran A; Grosso JA; DiMarco JD; Gougoutas JZ;
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正文语种 eng
中图分类有机化学;
关键词
AROMATIC NITRAMINES; REARRANGEMENT;

机译：芳香族硝酸盐;重排;

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1. An alternate route to 2-amino-3-nitro-5-bromo-4-picoline: Regioselective pyridine synthesis via 2-nitramino-picoline intermediate [J] . Bhattacharya A, Purohit VC, Deshpande P, Organic process research & development . 2007,第5期

机译：2-氨基-3-硝基-5-溴-4-甲基吡啶的另一种途径：通过2-硝基氨基-甲基吡啶中间体的区域选择性吡啶合成
2. Synthesis of 4-Arylthieno[2,3-b]pyridines and 4-Aminothieno[2,3-b]pyridines via a Regioselective Bromination of Thieno[2,3-b]pyridine [J] . Lucas Simon C. C., Moore Jane E., Donald Craig S., The Journal of Organic Chemistry . 2015,第24期

机译：噻吩并[2,3-b]吡啶的区域选择性溴化反应合成4-芳基噻吩并[2,3-b]吡啶和4-氨基噻吩并[2,3-b]吡啶
3. Correction to: Regioselective synthesis of pyridines by redox alkylation of pyridine N-oxides with malonates [J] . Miran Lemmerer, Christopher J. Teskey, Daniel Kaiser, Monatshefte fur Chemie . 2018,第4期

机译：校正：通过吡啶的氧化还原烷基化吡啶的区域选择性合成吡啶<重点型=“斜体”> N - 丙二酸盐
4. Synthesis of Perfluoroalkylated Benzenes and Pyridines through Cationic Rh(I)/Modified-BINAP-Catalyzed Chemo- and Regioselective 2 + 2 + 2 Cycloaddition [C] . Hiromi Hara, Goushi Nishida, Masao Hirano Symposium on Organometallic Chemistry . 2007

机译：通过阳离子RH（I）/改性-Binap催化的化学和区域选择性的全氟烷基苯并合成吡啶和吡啶2 + 2 + 2环加成
5. Studies in the synthesis of bridged nitrogen heterocycles. I. Regioselectivity and stereoselectivity of Diels-Alder cycloadditions of 1,2-dihydropyridines with styrene and methyl vinyl ketone. II. A rapid and efficient synthetic route toward 5-substituted-2-azabicyclo[2.1.1]hexanes . [D] . Huang, Qiuli. 2004

机译：桥接氮杂环的合成研究。 I.1，2-二氢吡啶与苯乙烯和甲基乙烯基酮的Diels-Alder环加成反应的区域选择性和立体选择性。二。一种快速高效的合成方法，可替代5个取代的2-氮杂双环[2.1.1]己烷。
6. Regioselective synthesis of pyridines by redox alkylation of pyridine N-oxides with malonates [O] . Miran Lemmerer, Christopher J. Teskey, Daniel Kaiser, -1

机译：通过丙二酸吡啶N-氧化物的氧化还原烷基化区域选择性合成吡啶
7. Correction to: Regioselective synthesis of pyridines by redox alkylation of pyridine N-oxides with malonates [O] . Miran Lemmerer, Christopher J. Teskey, Daniel Kaiser, 2018

机译：校正：丙啶N-氧化氢氧化铈烷基化吡啶的吡啶与丙二酸盐的校正
8. Alternate HNS I Synthesis Route Via the Intermediate Dipicrylethane [R] . Sandoval, J. 1979

机译：通过中间体二丙基乙烷替代HNs I合成路线

An alternate route to 2-amino-3-nitro-5-bromo-4-picoline: Regioselective pyridine synthesis via 2-nitramino-picoline intermediate

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