183741-91-5

Basic information

• Product Name: 5-AMINO-2-METHOXY-ISONICOTINIC ACID
• Synonyms: 5-AMINO-2-METHOXYPYRIDINE-4-CARBOXYLIC ACID;5-AMINO-2-METHOXY-ISONICOTINIC ACID;5-Amino-2-methoxy-isonicotinic acid ,97%;5-Amino-2-methoxypyridine-4-carboxylic acid ,97%
• CAS NO: 183741-91-5
• Molecular Formula: C7H8N2O3
• Molecular Weight: 168.15
• Product Categories: pharmacetical;API intermediates;Pyridines
• Mol File: 183741-91-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 217-221℃
• Boiling Point: 469.5 °C at 760 mmHg
• Flash Point: 237.7 °C
• Appearance: /
• Density: 1.384
• Vapor Pressure: 1.29E-09mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 5-AMINO-2-METHOXY-ISONICOTINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-2-METHOXY-ISONICOTINIC ACID(183741-91-5)
• EPA Substance Registry System: 5-AMINO-2-METHOXY-ISONICOTINIC ACID(183741-91-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 183741-91-5(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

InChI:InChI=1/C7H8N2O3/c1-12-6-2-4(7(10)11)5(8)3-9-6/h2-3H,8H2,1H3,(H,10,11)

Upstream product

• 183741-80-2 tert-butyl N-(6-methoxypyridin-3-yl)carbamate 
• 6628-77-9 6-methoxy-pyridin-3-ylamine 
• 183741-86-8 5-((tert-butoxycarbonyl)amino)-2-methoxyisonicotinic acid 

Downstream Products

• 183741-98-2 6-methoxypyrido[3,4-d]pyrimidin-4(3H)-one 

Relevant articles and documents

Synthesis of 6-substituted pyrido[3,4-d]pyrimidin-4(3H)-ones via directed lithiation of 2-substituted 5-aminopyridine derivatives

Directed lithiation of Boc or pivaloyl derivatives of 2-substituted 5-aminopyridines with BuLi-TMEDA in diethyl ether at -10°C gave 4-lithio derivatives which were quenched with CO2 to give the analogous C-4 carboxylic acids. Hydrolysis of the protecting groups with either TFA or aqueous KOH gave 2-substituted 5-aminopyridine-4-carboxylic acids which were converted to 6-substituted pyrido[3,4-d]pyrimidin-4(3H)-ones by reaction with formamide or, more optimally, formamidine acetate. Boc protected aminopyridines provided the best overall results, with synthesis of these derivatives best achieved by direct reaction of the aminopyridine with di-tert-butyl dicarbonate in the absence of added base.