4,6-dichloropyrimidine-5-carboxylic acid

Base Information

• Chemical Name: 4,6-dichloropyrimidine-5-carboxylic acid
• CAS No.: 87600-98-4
• Molecular Formula: C₅H₂Cl₂N₂O₂
• Molecular Weight: 192.989
• Hs Code.: 2933599090
• Mol file: 87600-98-4.mol

Synonyms:4,6-Dichloro-5-pyrimidinecarboxylicacid;4,6-Dichloropyrimidine-5-carboxylic acid;Acide 4,6-dichloropyrimidine-5-carboxylique;Names and Synonyms;SBB053226;AG-H-53575;TL8005699;TC-063405;

Chemical Property of 4,6-dichloropyrimidine-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.29E-05mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 353.8 °C at 760 mmHg
• PKA: -0.03±0.25(Predicted)
• Flash Point: 167.8 °C
• PSA: 63.08000
• Density: 1.718 g/cm³
• LogP: 1.48160
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,6-Dichloropyrimidine-5-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,6-Dichloropyrimidine-5-carboxylic acid is used as a intermediate for pharmaceutical.

Technology Process of 4,6-dichloropyrimidine-5-carboxylic acid

There total 1 articles about 4,6-dichloropyrimidine-5-carboxylic acid 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: 71.5%

2,6-dichloro-pyrimidine carbaldehyde (5305-40-8) → 4,6-dichloro-pyrimidine-5-carboxylic acid (87600-98-4)

Guidance literature:

With sodium dihydrogenphosphate; sodium chlorite; In water; tert-butyl alcohol; at 0 ℃; for 1h;

DOI:10.1016/j.bmcl.2016.05.014

Reference yield:

4,6-dichloro-pyrimidine-5-carboxylic acid (87600-98-4) → 4,6-dichloro-N-(2-hydroxyethyl)-N-(1-(3-(trifluoromethoxy)phenyl)-1H-indol-5-yl)pyrimidine-5-carboxamide (1610800-70-8)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 3 h / Reflux

2: triethylamine / dichloromethane / 2 h / Cooling with ice

3: hydrogenchloride / methanol / 1 h / 20 °C

With hydrogenchloride; thionyl chloride; triethylamine; In methanol; dichloromethane;

Reference yield:

4,6-dichloro-pyrimidine-5-carboxylic acid (87600-98-4) → 4-chloro-6-(1-(3-(trifluoromethoxy)phenyl)-1H-indol-5-yl)-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one (1610800-72-0)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / 3 h / Reflux

2: triethylamine / dichloromethane / 2 h / Cooling with ice

3: hydrogenchloride / methanol / 1 h / 20 °C

4: triethylamine / acetonitrile / 12 h / 90 °C

With hydrogenchloride; thionyl chloride; triethylamine; In methanol; dichloromethane; acetonitrile;

upstream raw materials:

2,6-dichloro-pyrimidine carbaldehyde

Downstream raw materials:

4,6-dichloropyrimidine-5-carboxylic acid chloride

4,6-dichloro-5-pyrimidinecarboxylic acid methyl ester

N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,6-dichloro-N-(7-(cyclopropanecarboxamido)-1-(2-methoxyphenyl)-1H-indol-5-yl)pyrimidine-5-carboxamide

4,6-dichloro-N-(7-(cyclopropanecarboxamido)-1-(2-methoxyphenyl)-1H-indol-5-yl)-N-(2-hydroxyethyl)pyrimidine-5-carboxamide

Refernces

• 1、 Zou, Yi,Xiao, Jianhu,Tu, Zhengchao,Zhang, Yingyi,Yao, Kun,Luo, Minghao,Ding, Ke,Zhang, Yihua,Lai, Yisheng. "Structure-based discovery of novel 4,5,6-trisubstituted pyrimidines as potent covalent Bruton's tyrosine kinase inhibitors". . p. 3052 - 3059. Retrieved 2016/06/13.