55551-49-0

Basic information

• Product Name: 2-DIMETHYLAMINO-PYRIMIDINE-5-CARBALDEHYDE
• Synonyms: 2-DIMETHYLAMINO-PYRIMIDINE-5-CARBALDEHYDE;CHEMBRDG-BB 4010270;ASISCHEM C63425;TIMTEC-BB SBB010324;2-(dimethylamino)pyrimidine-5-carbaldehyde(SALTDATA: FREE);5-Pyrimidinecarboxaldehyde, 2-(dimethylamino)-;2-(N,N-DiMethylaMino)pyriMidine-5-carboxaldehyde
• CAS NO: 55551-49-0
• Molecular Formula: C7H9N3O
• Molecular Weight: 151.17
• Product Categories: Building Blocks;Pyrimidine
• Mol File: 55551-49-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 122-124 °C
• Boiling Point: 289.6 °C at 760 mmHg
• Flash Point: 128.9 °C
• Appearance: /
• Density: 1.204 g/cm³
• Vapor Pressure: 0.00218mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 2.27±0.10(Predicted)
• CAS DataBase Reference: 2-DIMETHYLAMINO-PYRIMIDINE-5-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-DIMETHYLAMINO-PYRIMIDINE-5-CARBALDEHYDE(55551-49-0)
• EPA Substance Registry System: 2-DIMETHYLAMINO-PYRIMIDINE-5-CARBALDEHYDE(55551-49-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-43
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 55551-49-0(Hazardous Substances Data)

Usage

General Description

2-Dimethylamino-pyrimidine-5-carbaldehyde is a chemical compound with the molecular formula C7H10N4O. It is also known as DMPC and is commonly used in organic synthesis as a reagent for the preparation of pharmaceuticals and agrochemicals. This chemical is a yellow to orange crystalline powder that is soluble in organic solvents such as methanol and ethanol. It is an important intermediate in the production of various pharmaceutical compounds and is often used in the manufacturing process of antiviral drugs and other medicinal products. Despite its usefulness, 2-dimethylamino-pyrimidine-5-carbaldehyde should be handled with care as it can be harmful if ingested or inhaled, and can cause skin and eye irritation.

InChI:InChI=1/C7H9N3O/c1-10(2)7-8-3-6(5-11)4-9-7/h3-5H,1-2H3

Upstream product

• 2009-81-6 2-dimethylaminomethylene-1,3-bis(dimethylimonio)propane diperchlorate 
• 311-77-3 1,1-dimethylguanidine dihydrogensulfate 
• 506-59-2 N,N-dimethylammonium chloride 
• 90905-31-0 2-(methylsulfanyl)pyrimidine-5-carbaldehyde 
• 933702-55-7 2‐chloropyrimidine-5-carbaldehyde 
• 124-40-3 dimethyl amine 
• 79-08-3 bromoacetic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 867-44-7 S-Methylisothiourea sulfate 
• 5621-02-3 2-(dimethylamino)pyrimidine 

Downstream Products

• 1620092-91-2 (E)-5-(2,6-difluorostyryl)-2-(N,N-dimethylamino)pyrimidine 
• 1620092-94-5 (E)-5-(2-chloro-6-fluorostyryl)-2-(N,N-dimethylamino)-pyrimidine 
• 1620092-96-7 (E)-5-(2,6-dichlorostyryl)-2-(N,N-dimethylamino)-pyrimidine 

Relevant articles and documents

Pyrimidine-thiazolidinone derivatives

Pyrimidine-thiazolidinone derivatives may be used for preventing or treating diseases in humans or animals, and have demonstrated efficacy specifically in treating type-2 diabetes. Methods of synthesizing the pyrimidine-thiazolidinone derivatives, described herein, can provide high yields in a short time and with high purity. The pyrimidine-thiazolidinone derivatives demonstrate improved hypoglycemic activity compared to most anti-diabetic drugs currently available.

NEW COMPOUNDS

The present invention provides certain compounds according to formula (I) which are inhibitors of SSAO activity wherein V, W, X, Y, Z, R1 and R2 are as defined in the specification.

Synthesis of Soai Type 2-Arylpyrimidine-5-carbaldehydes through Desulfurative Cross-Coupling with Arylboronic Acids

A two-step synthesis of 2-arylpyrimidine-5-carbaldehydes, which are of relevance as substrates for Soai's asymmetric autocatalysis, was realized by exploiting a hidden threefold symmetry in the target core structure. Condensation of Arnold's C 3-symmetric vinamidinium cation with S-methylisothiouronium sulfate provides 2-methylsulfanyl-pyrimidine-5-carbaldehyde; introduction of aryl groups at C-2 of the latter was accomplished by a Liebeskind-Srogl palladium-catalyzed desulfurative (de-methylsulfanylative) coupling with aryl boronic acids to obtain the target compounds 1 (14 examples, 60-95 % yield). 2-Arylpyrimidine-5-carbaldehydes, which are of relevance as substrates in Soai's asymmetric autocatalysis, are prepared through Liebeskind-Srogl coupling of aryl boronic acids with 2-methylthiopyrimidine-5-carbaldehyde; the latter is obtained in a hydrolytic condensation of two symmetric amidinium salts.