696-45-7

Basic information

• Product Name: 4-Amino-6-methoxypyrimidine
• Synonyms: TIMTEC-BB SBB004268;4-AMINO-6-METHOXYPYRIMIDINE;6-METHOXYPYRIMIDIN-4-AMINE;6-METHOXY-PYRIMIDIN-4-YLAMINE;6-METHOXY-4-PYRIMIDINAMINE;4-Pyrimidinamine, 6-methoxy- (9CI);6-Methoxypyrimidine-4-amine;4-Amino-6-methyloxypyrimidine
• CAS NO: 696-45-7
• Molecular Formula: C₅H₇N₃O
• Molecular Weight: 125.13
• EINECS: 1592732-453-0
• Product Categories: PYRIMIDINE;Amines;Pyrazines, Pyrimidines & Pyridazines;Imidazoles & Benzimidazoles;Building Blocks;Heterocyclic Building Blocks;Pyrimidines;Heterocycle-Pyrimidine series
• Mol File: 696-45-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 157-160 °C(lit.)
• Boiling Point: 232.57°C (rough estimate)
• Flash Point: 129.7 °C
• Appearance: White to yellow/Crystalline Powder
• Density: 1.2602 (rough estimate)
• Vapor Pressure: 0.00202mmHg at 25°C
• Refractive Index: 1.6190 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: DMSO, Methanol
• PKA: 4.11±0.10(Predicted)
• CAS DataBase Reference: 4-Amino-6-methoxypyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-6-methoxypyrimidine(696-45-7)
• EPA Substance Registry System: 4-Amino-6-methoxypyrimidine(696-45-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-21/22-6/37/38
• Safety Statements: 26-36-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 696-45-7(Hazardous Substances Data)

Usage

Chemical Properties

White to yellow powder.

Uses

6-Methoxy-4-pyrimidinamine is used in the synthesis of carbamothiolacrylamides as selective EP2 antagonists in the treatment of neurodegenerative peripheral diseases. Also used in the preparation of PARP-1 inhibitors.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 15, p. 1121, 1978 DOI: 10.1002/jhet.5570150710

InChI:InChI=1/C5H7N3O/c1-9-5-2-4(6)7-3-8-5/h2-3H,1H3,(H2,6,7,8)

Upstream product

• 3289-53-0 6-methoxy-2-methylsulfanyl-pyrimidin-4-ylamine 
• 101012-11-7 5-bromo-2,6-dichloropyrimidin-4-amine 

Downstream Products

• 1748-50-1 4-Nitrobenzenesulfonamido-6-methoxypyrimidine 
• 6128-06-9 6-methoxypyrimidin-4(3H)-one 
• 1334408-41-1 2-(2,6-dichlorophenyl)-N-(6-methoxypyrimidin-4-yl)-3H-imidazo[4,5-c]pyridin-4-amine 
• 4049-01-8 4-acetylamino-N-(6-methoxy-pyrimidin-4-yl)-benzenesulfonamide 
• 1431648-83-7 N-(6-methoxypyrimidin-4-yl)-2-methyl-6-(2-(trifluoromethyl)phenyl)imidazo[1,2-b]pyridazine-3-carboxamide 
• 1428968-55-1 1-(1H-indol-3-yl)-2-((6-methoxypyrimidin-4-yl)amino)-2-phenylethanone 
• 1428972-41-1 N-benzylidene-6-methoxypyrimidin-4-amine 
• 1062512-72-4 (6-methoxy-pyrimidin-4-yl)-carbamic acid phenyl ester 

Relevant articles and documents

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The present invention relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods directed to bacterial infections and inhibition of bacterial peptide deformylase (PDF) activity.

Novel procedure for selective C-nitrosation of aminopyrimidine derivatives under neutral conditions. Scope and synthetic applications

A novel simple method, based on treatment with isoamyl nitrite (IAN) in DMSO without any added acid, to produce selective C(5)-nitrosation of aminopyrimidine derivatives is described. It proved to be suitable for a multigram scale and applicable to a larger range of pyrimidine derivatives, including amino-dialkoxypyrimidines, than the procedures previously known. Its scope is analyzed and some example on the usefulness of the newly prepared substances as intermediates in the synthesis of fused heterobicyclic derivatives of potential biological interest is presented.