Production Method 1

22889-78-7

91872-02-5

Reaction Conditions

1.1 Reagents: Phthalic anhydride ,  Carbamide peroxide Solvents: Methanol ,  Acetonitrile ;  35 - 40 °C; 40 °C → rt
1.2 20 - 25 °C; 18 h, rt
1.3 Reagents: Sodium sulfite Solvents: Water ;  cooled
1.4 Reagents: Potassium carbonate Solvents: Water ;  6 h, rt

Reference

Process for preparation of 2-trifluoromethyl-5-quinolinecarboxamides via cyclization of anilines with vinyl trifluoromethyl ketones

, World Intellectual Property Organization, , ,

Production Method 2

14906-56-0

91872-02-5

Reaction Conditions

1.1 Reagents: Chlorine

Reference

Halogenation of N-oxides of pyridine acetylamino derivatives

Talik, Tadeusz; Talik, Zofia, Prace Naukowe Akademii Ekonomicznej imienia Oskara Langego we Wroclawiu, 1983, 238, 97-106

Production Method 3

91872-02-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid ,  Hydrogen peroxide Solvents: Water ;  rt
1.2 Reagents: Hydrogen peroxide Solvents: Acetic acid ;  rt → 75 °C
1.3 Reagents: Hydrogen peroxide Solvents: Water ;  16 h, 50 - 75 °C; 8 h, 60 - 80 °C
1.4 Solvents: Water ;  cooled
1.5 Reagents: Sodium hydroxide Solvents: Water ;  pH 8 - 8.5

Reference

Process for producing 4-amino-3,5-dihalopyridine N-oxides

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Production Method 4

22889-78-7

91872-02-5

Reaction Conditions

1.1 Reagents: Peracetic acid Solvents: Chloroform ;  48 h, rt; 5 - 10 °C
1.2 Reagents: Sodium sulfite ;  5 - 10 °C

Reference

Novel heterocyclic compounds, their preparation, and their use as PDE4 inhibitors for treating inflammatory and allergic disorders

, World Intellectual Property Organization, , ,

Production Method 5

91872-02-5

Reaction Conditions

Reference

Phosphodiesterase inhibitors. Design, synthesis, and structure-activity relationships of PDE4-inhibitory pyrazolo[1,5-a]pyridines with anti-inflammatory activity

Kojima, Akihiko; Takita, Satoshi; Sumiya, Tatsunobu; Ochiai, Koji; Iwase, Kazuhiko; et al, Bioorganic & Medicinal Chemistry Letters, 2013, 23(19), 5311-5316

Production Method 6

91872-02-5

Reaction Conditions

Reference

Polyhalogenated heterocyclic compounds. Part 42. Fluorinated nitrogen heterocycles with unusual substitution patterns

Chambers, Richard D.; Hall, Christopher W.; Hutchinson, John; Millar, Ross W., Journal of the Chemical Society, 1998, (10), 1705-1713

Production Method 7

91872-02-5

Reaction Conditions

Reference

Preparation of substituted (hetero)aromatic compounds as cyclic-AMP phosphodiesterase and TNF inhibitors

, World Intellectual Property Organization, , ,

4-Amino-3,5-dichloropyridine N-Oxide Raw materials

• 3,5-Dichloropyridin-4-amine
• Acetamide,N-(1-oxido-4-pyridinyl)-

4-Amino-3,5-dichloropyridine N-Oxide Preparation Products

• 4-Amino-3,5-dichloropyridine N-Oxide (91872-02-5)

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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Halopyridines Polyhalopyridines

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)