Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Name: Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 144927-57-1
Cat. No. CS-W006018
Purity≥95%
MDL No.MFCD11518913

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Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate|CS-W006018

Structure of 144927-57-1

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General Information

CAS No. 144927-57-1
Cat. No. CS-W006018
Purity ≥95%
MDL No. MFCD11518913
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈ClN₃O₂
Molecular Weight 225.63
Synonym(s) 7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid, 4-chloro-, ethyl ester
SMILES ClC1=NC=NC2=C1C(=C[NH]2)C(=O)OCC

Description

Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate is a bench-stable heterocyclic building block featuring a chlorinated pyrrolopyrimidine core. This electron-deficient scaffold integrates readily into medicinal chemistry campaigns, enabling efficient access to kinase inhibitors and antiviral agents through Pd-catalyzed cross-coupling reactions.

Application

Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrrolopyrimidine scaffolds prevalent in medicinal chemistry. The 4-chloro group facilitates nucleophilic substitution reactions, while the ester functionality supports further derivatization. Its bench-stable nature and compatibility with diverse coupling protocols make it well-suited for iterative synthesis workflows in API development.

Synthesis

Route1
- In-stock
  
  22276-95-5
- 541-41-3
- ~76%
- In-stock
  
  144927-57-1
References
- Mitsubishi Tanabe Pharma Corporation Patent: EP2390254 A1, 2011 ; Location in patent: Page/Page column 67 ; EP 2390254 A1
Route2
- 3680-69-1
- ~%
- In-stock
  
  144927-57-1
References
- EP2390254 A1, ; EP 2390254 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 67.87
LogP 1.788
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

CAS No. 144927-57-1

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