103686-53-9

Basic information

• Product Name: 1-Propanone, 2,2-dimethyl-1-(5-pyrimidinyl)- (9CI)
• Synonyms: 1-Propanone, 2,2-dimethyl-1-(5-pyrimidinyl)- (9CI);5-PyriMidinecarboxaMide, N-Methoxy-N-Methyl-;1-Propanone, 2,2-diMethyl-1-(5-pyriMidinyl)-;2,2-DiMethyl-1-(pyriMidin-5-yl)propan-1-one
• CAS NO: 103686-53-9
• Molecular Formula: C9H12N2O
• Molecular Weight: 164.20438
• Product Categories: PYRIMIDINE
• Mol File: 103686-53-9.mol

Chemical Properties

• Boiling Point: 256.6±13.0 °C(Predicted)
• Appearance: /
• Density: 1.045±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 1.19±0.10(Predicted)
• CAS DataBase Reference: 1-Propanone, 2,2-dimethyl-1-(5-pyrimidinyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 2,2-dimethyl-1-(5-pyrimidinyl)- (9CI)(103686-53-9)
• EPA Substance Registry System: 1-Propanone, 2,2-dimethyl-1-(5-pyrimidinyl)- (9CI)(103686-53-9)

Safety Data

• Hazardous Substances Data: 103686-53-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Propanone, 2,2-dimethyl-1-(5-pyrimidinyl)(9CI) serves as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs due to its unique chemical structure and properties.
Used in Agrochemical Industry:
1-Propanone, 2,2-dimethyl-1-(5-pyrimidinyl)(9CI) is also utilized as an intermediate in the production of agrochemicals, specifically in the synthesis of pesticides and herbicides, where its chemical properties are leveraged to create effective agricultural solutions.
Used in Medicinal Chemistry:
1-Propanone, 2,2-dimethyl-1-(5-pyrimidinyl)(9CI) has potential applications in medicinal chemistry for the development of innovative pharmaceuticals, taking advantage of its reactivity and structural features to engineer novel therapeutic agents.
Used in Chemical Synthesis:
As a building block in the production of various chemicals, this compound plays a crucial role in the synthesis of a wide range of chemical products, underpinning its importance in the broader chemical industry.

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 72972-04-4 1-(1-tert-butyl-vinyl)-pyrrolidine 
• 463-52-5 formamidine 

Downstream Products

• 1261279-63-3 C₁₆H₁₉BrN₂OS 

Relevant articles and documents

Development of a Practical Synthesis of a Pyrimidine Derivative with Fungicidal Activity

A scalable synthesis of a pyrimidine fungicide lead was developed. The pyrimidine head, 1-(5-bromopyridin-2-yl)-2,2-dimethyl-1-(pyrimidin-5-yl)propan-1-ol, was prepared by metal-halogen exchange of 2-iodo-5-bromopyridine with i-PrMgCl followed by treatment with pivaloyl chloride (PivCl) in the presence of CuCN·2LiCl and subsequent addition of 5-lithiopyrimidine. The boronic acid tail, (4-(1-cyanocyclobutyl)-2-fluorophenyl)boronic acid, was prepared via treatment of 1-(4-bromo-3-fluorophenyl)cyclobutane-1-carbonitrile with i-PrMgCl and trimethylborate. The o-fluoro Grignard reagent formed during this reaction sequence was analyzed by two-drop calorimetry and accelerating rate calorimetry, which revealed minimal safety concerns for scale-up. Finally, the boronic acid tail was coupled with the pyrimidine head in the presence of catalytic palladium acetate [Pd(OAc)2]/triphenylphosphine (PPh3) to deliver the final product in >95% yield after crystallization.

Process for the preparation of 5-acylpyrimidines

A process for the preparation of a 5-acylpyrimidine of the formula STR1 in which R is an organic radical comprising reacting a methyl ketone of the formula in a first stage with a formylating reagent in the presence of a base to form an enolketone of the