342603-10-5

Basic information

• Product Name: N-BOC-3-AMINO-5-METHOXYPYRIDINE
• Synonyms: tert-butyl N-(5-Methoxypyridin-3-yl)carbaMate;(5-Methoxy-pyridin-3-yl)-carbamic acid tert-butyl ester;N-BOC-3-AMINO-5-METHOXYPYRIDINE;3-Boc-aMino-5-Methoxypyridine;Carbamic acid, N-(5-methoxy-3-pyridinyl)-, 1,1-dimethylethyl ester
• CAS NO: 342603-10-5
• Molecular Formula: C₁₁H₁₆N₂O₃
• Molecular Weight: 224.26
• Mol File: 342603-10-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-BOC-3-AMINO-5-METHOXYPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-3-AMINO-5-METHOXYPYRIDINE(342603-10-5)
• EPA Substance Registry System: N-BOC-3-AMINO-5-METHOXYPYRIDINE(342603-10-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 342603-10-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-BOC-3-AMINO-5-METHOXYPYRIDINE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the formation of heterocyclic compounds, which are integral in the development of new drugs.
Used in Agrochemical Industry:
N-BOC-3-AMINO-5-METHOXYPYRIDINE is utilized as a building block in the creation of agrochemicals, where its chemical properties allow for the development of compounds that can be used in crop protection and other agricultural applications.

Upstream product

• 50720-12-2 3-bromo-5-methoxypyridine 
• 4248-19-5 tert-butyl carbazate 
• 7295-76-3 3-methoxypyridine 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 64436-92-6 3-amino-5-methoxypyridine 
• 625-92-3 3,5-dibromopyridine 

Downstream Products

• 1045858-10-3 tert-butyl 5-methoxy-4-methylpyridin-3-ylcarbamate 
• 1202013-24-8 3-(3-chloro-4-fluorobenzyl)-5-methoxypyrido[3,4-d]pyrimidin-4(3H)-one 
• 1202013-26-0 3-(3-chloro-4-fluorobenzyl)-5-methoxypyrido[3,4-d]pyrimidin-4(3H)-one-7-oxide 
• 1202013-28-2 3-(3-chloro-4-fluorobenzyl)-5-methoxy-4-oxo-3,4-dihydropyrido[3,4-d]pyrimidin-8-yl acetate 
• 1202013-30-6 3-(3-chloro-4-fluorobenzyl)-8-hydroxy-5-methoxypyrido[3,4-d]pyrimidin-4(3H)-one 
• 1202013-32-8 3-(3-chloro-4-fluorobenzyl)-5-methoxy-4-oxo-3,4-dihydropyrido[3,4-d]pyrimidin-8-yl trifluoromethanesulfonate 
• 1202013-34-0 methyl 3-(3-chloro-4-fluorobenzyl)-5-methoxy-4-oxo-3,4-dihydropyrido[3,4-d]pyrimidin-8-carboxylate 
• 1202013-36-2 methyl 3-(3-chloro-4-fluorobenzyl)-5-methoxy-4-oxo-3,4-dihydropyrido[3,4-d]pyrimidin-8-carboxylate-7-oxide 
• 1202013-38-4 methyl 6-(acetyloxy)-3-(3-chloro-4-fluorobenzyl)-5-methoxy-4-oxo-3,4-dihydropyrido[3,4-d]pyrimidin-8-carboxylate 
• 1185094-00-1 3-amino-5-methoxy-4-methylpyridine hydrochloride 
• 1192255-92-7 (3-methoxy[1,5]naphthyridin-4-yl)methanol 
• 1056877-13-4 3-methoxy-1,5-naphthyridine-4-carbaldehyde 
• 1056877-14-5 3-hydroxy[1,5]naphthyridine-4-carbaldehyde 
• 1192256-10-2 3-descladinosyl-11,12-dideoxy-6-O-methyl-3-oxo-12,11-(oxycarbonyl-(1-((3-hydroxy-[1,5]naphthyridin-4-yl)-methyl)-azetidin-3-yl)-imino)-erythromycin A tosylate 

Relevant articles and documents

Synthesis of a 5-alkoxypyrido[3,4-d]pyrimidin-4(3H)-one derivative via directed ortho-metallation of a pyridine analogue

The synthetic strategy towards a 5-alkoxypyrido[3,4-d]pyrimidin-4(3H)-one is described, utilizing palladium catalyzed amination of a bromopyridine, and subsequent directed ortho-metallation/carboxylation as the key steps.

A multifunctional reagent designed for the site-selective amination of pyridines

We report the development of a multifunctional reagent for the direct conversion of pyridines to Boc-protected 2-aminopyridines with exquisite site selectivity and chemoselectivity. The novel reagent was prepared on 200-g scale in a single step, reacts in the title reaction under mild conditions without precautions toward air or moisture, and is tolerant of nearly all common functionality. Experimental and in situ spectroscopic monitoring techniques provide detailed insights and unexpected findings for the unique reaction mechanism.

Process development of a novel azetidinyl ketolide antibiotic

Process development and the multikilogram synthesis of a novel azetidinyl ketolide antibiotic is described. Starting with clarithromycin, the eight-step synthesis features several telescoped operations and direct isolations, which results in a significant improvement in throughput and a major reduction in solvent usage and waste stream volume over the first scale-up campaign. Particular highlights of this effort include the development of an efficient synthesis of 3-hydroxy-1,5-naphthyridine-4-carbaldehyde via a Skraup process and engineering a robust final API synthesis. We also discovered a crystalline monotosylate salt that addressed significant formulation and degradation issues experienced when using the noncrystalline freebase.

Discovery of azetidinyl ketolides for the treatment of susceptible and multidrug resistant community-acquired respiratory tract infections

Respiratory tract bacterial strains are becoming increasingly resistant to currently marketed macrolide antibiotics. The current alternative telithromycin (1) from the newer ketolide class of macrolides addresses resistance but is hampered by serious safe

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