Ethyl 4-chloropyrimidine-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-chloropyrimidine-5-carboxylate
• CAS No.: 41103-17-7
• Molecular Formula: C7H7ClN2O2
• Molecular Weight: 186.598
• Hs Code.: 2933599090
• European Community (EC) Number: 870-684-0
• DSSTox Substance ID: DTXSID20506817
• Wikidata: Q72473783
• Mol file: 41103-17-7.mol

Synonyms:Ethyl 4-chloropyrimidine-5-carboxylate;41103-17-7;ETHYL 4-CHLORO-5-PYRIMIDINECARBOXYLATE;4-CHLORO-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER;5-Pyrimidinecarboxylic acid, 4-chloro-, ethyl ester;MFCD07371659;4-chloropyrimidine-5-carboxylic acid ethyl ester;Ethyl4-chloropyrimidine-5-carboxylate;SCHEMBL2217314;DTXSID20506817;4-chloro-5-carboethoxy-pyrimidine;AZJAMMCCAZZXIK-UHFFFAOYSA-N;AKOS006285580;AB32643;CS-W009281;Ethyl 4-chloro-pyrimidine-5-carboxylate;AC-22853;DS-10724;SY007107;AM20080779;FT-0602714;A24692;EN300-107575;J-520998;Z1198172392

Chemical Property of Ethyl 4-chloropyrimidine-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 278.198 °C at 760 mmHg
• PKA: -1.62±0.16(Predicted)
• Flash Point: 122.05 °C
• PSA: 52.08000
• Density: 1.312 g/cm³
• LogP: 1.30670
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 186.0196052
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-Chloro-5-pyrimidinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=CN=C1Cl
• Uses: Ethyl 4-Chloro-5-pyrimidinecarboxylate is a reagent used in the synthesis of a series of novel orally active non-peptide angiotensin II antagonists.

Technology Process of Ethyl 4-chloropyrimidine-5-carboxylate

There total 5 articles about Ethyl 4-chloropyrimidine-5-carboxylate 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: 99.0%

ethyl 4-hydroxypyrimidine-5-carboxylate (4786-52-1,71133-20-5) → ethyl 4-chloropyrimidine-5-carboxylate (41103-17-7)

Guidance literature:

With thionyl chloride; In tetrahydrofuran; for 4h; Heating / reflux;

Reference yield: 86.0%

ethyl 3,4-dihydro-4-oxopyrimidine-5-carboxylate (4786-52-1) → ethyl 4-chloropyrimidine-5-carboxylate (41103-17-7)

Guidance literature:

With sodium hydrogencarbonate; triethylamine; trichlorophosphate;

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) → ethyl 4-chloropyrimidine-5-carboxylate (41103-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 h / 160 °C

2: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 5 h / 120 °C

With thionyl chloride; trichlorophosphate; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 3,4-dihydro-4-oxopyrimidine-5-carboxylate

ethyl 4-hydroxypyrimidine-5-carboxylate

diethyl 2-ethoxymethylenemalonate

diethyl malonate

Downstream raw materials:

methyl 4-methoxypyrimidine-5-carboxylate

4-{[2'-(2-Trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amino}-pyrimidine-5-carboxylic acid ethyl ester

4-{Butyl-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amino}-pyrimidine-5-carboxylic acid ethyl ester

ethyl 4-(3-trifluoromethylanilino)pyrimidine-5-carboxylate