4-[6-Chloro-2-(4-cyano-phenylamino)-pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile

Base Information

• Chemical Name: 4-[6-Chloro-2-(4-cyano-phenylamino)-pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile
• CAS No.: 1070377-34-2
• Molecular Formula: C20H14ClN5O
• Molecular Weight: 375.817
• Mol file: 1070377-34-2.mol

Synonyms:4-[6-Chloro-2-(4-cyano-phenylaMino)-pyriMidin-4-yloxy]-3,5-diMethyl-benzonitrile;4-[6-Chloro-2-(4-cyano-phenylaMino)-pyriMidin-4-ylo×y]-3,5-diMethyl-benzonitrile

Chemical Property of 4-[6-Chloro-2-(4-cyano-phenylamino)-pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile

Chemical Property:

• PSA: 94.62000
• LogP: 5.09906
• Storage Temp.: 2-8°C
• Solubility.: Acetone, DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99.9% ^*data from raw suppliers

4-[[6-Chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-[[6-Chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethylbenzonitrile is a by-product from the synthesis of Etravirine-d8 (E937003). Etravirine-d8 is a novel labelled HIV reverse transcriptase inhibitor useful in treatment of HIV infection.

Technology Process of 4-[6-Chloro-2-(4-cyano-phenylamino)-pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile

There total 11 articles about 4-[6-Chloro-2-(4-cyano-phenylamino)-pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile 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: 72.0%

4-bromobenzenecarbonitrile (623-00-7) + 4-((2-amino-6-chloropyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile → 4-[[6-chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethyl-benzonitrile (1070377-34-2)

Guidance literature:

With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 6h;

DOI:10.1016/j.bmcl.2013.10.059

Reference yield: 72.0%

4-Cyanochlorobenzene (623-03-0) + 4-((2-amino-6-chloropyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile → 4-[[6-chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethyl-benzonitrile (1070377-34-2)

Guidance literature:

With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; for 6h; Inert atmosphere; Heating;

DOI:10.1016/j.ejmech.2016.02.068

Reference yield: 60.6%

4-[(2,6-dichloro)-4-pyrimidinyloxy]-3,5-dimethylbenzonitrile (1225383-63-0) + 4-Aminobenzonitrile (873-74-5) → 4-[[6-chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethyl-benzonitrile (1070377-34-2)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium tert-butylate; at 0 - 5 ℃; for 2.5h;

upstream raw materials:

4-[(2,6-dichloro)-4-pyrimidinyloxy]-3,5-dimethylbenzonitrile

4-Aminobenzonitrile

2,4,6-trichloropyrimidine

3,5-dimethyl-4-hydroxybenzonitrile

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