2-Chloropyrimidine-5-carbaldehyde

Base Information

• Chemical Name: 2-Chloropyrimidine-5-carbaldehyde
• CAS No.: 933702-55-7
• Molecular Formula: C5H3ClN2O
• Molecular Weight: 142.545
• Hs Code.: 29335990
• Mol file: 933702-55-7.mol

Synonyms:5-pyrimidinecarboxaldehyde, 2-chloro-;

Chemical Property of 2-Chloropyrimidine-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000367mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 318.2 °C at 760 mmHg
• PKA: -3.03±0.22(Predicted)
• Flash Point: 146.2 °C
• PSA: 42.85000
• Density: 1.432g/cm³
• LogP: 0.94250
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

2-Chloropyrimidine-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloropyrimidine-5-carbaldehyde

There total 5 articles about 2-Chloropyrimidine-5-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

2-hydroxypyrimidine-5-carbaldehyde (166757-62-6) → 2‐chloropyrimidine-5-carbaldehyde (933702-55-7)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; In acetonitrile; at 80 ℃; for 4h; Solvent; Temperature;

Reference yield: 83.0%

Arnold salt + chloroformamidine hydrochloride (29671-92-9) → 2‐chloropyrimidine-5-carbaldehyde (933702-55-7)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 50 ℃; for 6h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 53.0%

5-Bromo-2-chloropyrimidine (32779-36-5) + formic acid ethyl ester (109-94-4) → 2‐chloropyrimidine-5-carbaldehyde (933702-55-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

DOI:10.1002/anie.201405441

upstream raw materials:

5-Bromo-2-chloropyrimidine

formic acid ethyl ester

2-chloro-4-vinylpyrimidine

2-chloro-5-hydroxymethyl-pyrimidine

Downstream raw materials:

2-aminopyrimidine-5-carboxyaldehyde

2-N,N-Dimethylaminopyrimidine-5-carboxaldehyde

2-(4-((1R,2R)-2-(((4-(ethylsulfonyl)-2-fluorobenzyl)oxy)methyl)cyclopropyl)piperidin-1-yl)-5-(methoxymethyl)pyrimidine

2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine

Refernces

• 1、 Balasubramaniam, Sivaraman,Vijayan, Sajith,Goldman, Liam V.,May, Xavier A.,Dodson, Kyra,Adhikari, Sweta,Rivas, Fatima,Watkins, Davita L.,Stoddard, Shana V.. "Design and synthesis of diazine-based panobinostat analogues for HDAC8 inhibition". . p. 628 - 637. Retrieved 2020/05/18.
• 2、 -. "Preparation method of 2-chloro-5-aldehyde pyrimidine". Paragraph 0059-0095. . Retrieved 2019/03/08.