89793-12-4 Ethyl 2-chloropyrimidine-5-carboxylate

89793-12-4 Ethyl 2-chloropyrimidine-5-carboxylate

ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Basic information ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Chemical Properties Safety Information ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Usage And Synthesis ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Preparation Products And Raw materials Upstream information...
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Product Details

ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Basic information

Product Name:

ETHYL    2-CHLOROPYRIMIDINE-5-CARBOXYLATE

Synonyms:

ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE;Ethyl 2-chloropyrimidine-5-carboxylate ,97%;2-chloro-pyrimidine-5-carboxylic acid ethyl ester;2-Chloro-5-(ethoxycarbonyl)pyrimidine;5-PyriMidinecarboxylic acid, 2-chloro-, ethyl ester;PyriMidin-5-carboxylic acid 2-chloro-, ethyl ester;2-Chloro-5-(ethoxycarbonyl)pyrimidine, 2-Chloro-5-(ethoxycarbonyl)-1,3-diazine;Ethyl 2-Chlorpyrimidine-5-carboxylate

CAS:

89793-12-4

MF:

C7H7ClN2O2

MW:

186.59568

EINECS:

 

Product Categories:

Heterocycle-Pyrimidine    series

Mol File:

89793-12-4.mol

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ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Chemical Properties

Melting point 

52-60ºC

Density:

1.312g/cm3

Boiling    Point:

314.189ºC at 760 mmHg

Flash    Point:

143.816ºC

Refractive Index:

1.527

form 

Solid


Safety Information

Risk Statements 

20/21/22

Safety Statements 

36/37

HazardClass 

IRRITANT

HS Code 

29339900


ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Usage And Synthesis

Chemical Properties

White to light yellow liquid

Uses

Ethyl 2-Chlorpyrimidine-5-carboxylate is used in the synthesis of Retinoid x receptor agonists (RXR) that are used in the treatment of cancers.

Intermediate as

1316214-52-4 Rocilinostat (ACY-1215), 875320-31-3 Quisinostat (JNJ-26481585) 2HCl

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Synthesis route

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Reference:

CURIS, INC. Patent: WO2009/36016 A1, 2009 ; Location in patent: Page/Page column 69

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Reference:

  1. US2011/152295  A1

  2. WO2011/130628 A1, ; WO 2011/130628 A1

  3. Chemical and Pharmaceutical Bulletin, ,vol.48, #10 p. 1504 - 1513

  4. Bioorganic and Medicinal Chemistry Letters,,vol. 12,# 18 p.2573 - 2577

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Reference:

Journal of the American Chemical Society, ,vol. 64, p. 794,797


ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Etanol-->Hydrochloric    acid-->Acetic    acid glacial-->Sodium-->N,N-Dimethylformamide-->Toluene-->Phosphorus    oxychloride-->Bromine-->Urea-->Dimethyl    sulfate-->N,N-Dimethylaniline-->Ethyl    formate -->Ethyl    3-ethoxypropionate-->Ethyl    potassium malonate


Upstream information

4-Piperidinemethanol; Ethyl 3-oxopropanoate; ethyl (Z)-2-(ethoxymethyl)-3-methoxyprop-2-enoate; Ethyl 2-hydroxypyrimidine-5-carboxylate; Ethyl 2-Chloropyrimidine-5-Carboxylate; ethyl 4-chloro-2-ethylsulfanylpyrimidine-5-carboxylate; piperazine; Ethyl (2E)-2-(ethoxymethyl)-3-methoxyacrylate; (Z)-ethyl 2-(ethoxymethyl)-3-methoxyacrylate; ethyl 2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate;


Downtream information

ethyl 2-piperazin-1-ylpyrimidine-5-carboxylate; 2-Chloro-5-pyrimidinecarbonyl chloride; Ethyl 2-Chloropyrimidine-5-Carboxylate; N-[7-(hydroxyamino)-7-oxoheptyl]-2-(N-phenylanilino)pyrimidine-5-carboxamide; Ethyl 2-aminopyrimidine-5-carboxylate; 2-Chloro-5-pyrimidinecarboxamide; ethyl 2-[4-(hydroxymethyl)-1-piperidyl]pyrimidine-5-carboxylate; 2-chloropyrimidine-5-carbonitrile

 

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