Methyl 2,6-dichloro-5-iodo-4-pyrimidinecarboxylate

Base Information

• Chemical Name: Methyl 2,6-dichloro-5-iodo-4-pyrimidinecarboxylate
• CAS No.: 1136962-00-9
• Molecular Formula: C₆H₃Cl₂IN₂O₂
• Molecular Weight: 332.913
• Mol file: 1136962-00-9.mol

Synonyms:Methyl 2,6-dichloro-5-iodo-4-pyrimidinecarboxylate

Chemical Property of Methyl 2,6-dichloro-5-iodo-4-pyrimidinecarboxylate

Chemical Property:

• Melting Point: 92-93°
• Boiling Point: 371.3±37.0 °C(Predicted)
• PKA: -7.19±0.39(Predicted)
• PSA: 52.08000
• Density: 2.083±0.06 g/cm3(Predicted)
• LogP: 2.17460

Purity/Quality:

97% ^*data from raw suppliers

Methyl 2,6-dichloro-5-iodo-4-pyrimidinecarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2,6-dichloro-5-iodo-4-pyrimidinecarboxylate

There total 2 articles about Methyl 2,6-dichloro-5-iodo-4-pyrimidinecarboxylate 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: 48.0%

5-iodo methyl orotate (116393-71-6) → 2,6-Dichloro-5-iodopyrimidine-4-carboxylic acid methyl ester (1136962-00-9)

Guidance literature:

With trichlorophosphate; N,N-dimethyl-formamide; for 3h; Heating / reflux;

Reference yield: 46.0%

2,4-dihydroxy-5-iodo-6-methoxycarbonylpyrimidine (116393-71-6) → 2,6-Dichloro-5-iodopyrimidine-4-carboxylic acid methyl ester (1136962-00-9)

Guidance literature:

With trichlorophosphate; N,N-dimethyl-formamide; for 3h; Reflux;

Reference yield:

2,6-Dichloro-5-iodopyrimidine-4-carboxylic acid methyl ester (1136962-00-9) → 2-((1S,4R)-4-methylcyclohexylamino)-5-(4-morpholinophenyl)-6-((S)-tetrahydrofuran-3-yloxy)pyrimidine-4-carboxylic acid

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; Pionier 2076 / 0.5 h / 0 °C

1.2: 4.5 h / -10 - 20 °C

2.1: triethylamine / butan-1-ol / 2 h / 130 °C

3.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.17 h / 100 °C

4.1: lithium hydroxide / water; tetrahydrofuran / 20 - 50 °C

With sodium hydride; caesium carbonate; triethylamine; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; Pionier 2076; water; N,N-dimethyl-formamide; butan-1-ol;

upstream raw materials:

5-iodo methyl orotate

2,4-dihydroxy-5-iodo-6-methoxycarbonylpyrimidine

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