4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde

Name: 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde
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CAS No. 908287-21-8
Cat. No. CS-0050894
Purity≥97%
MDL No.None

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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde|CS-0050894

Structure of 908287-21-8

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General Information

CAS No. 908287-21-8
Cat. No. CS-0050894
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClN₃O
Molecular Weight 181.58
Synonym(s) 7H-pyrrolo[2,3-d]pyrimidine-5-carboxaldehyde, 4-chloro-
SMILES [H]C(=O)C1=CNC2=NC=NC(Cl)=C12

Description

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde is a heterocyclic aldehyde featuring a chlorinated pyrrolopyrimidine core. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and serves as a key building block for bioactive molecules in medicinal chemistry and agrochemical research.

Application

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde serves as a versatile building block for purine-derived heterocycles, enabling efficient functionalization at the C5 aldehyde position. Its electrophilic aldehyde group facilitates reductive amination, cyanation, and Grignard additions, while the chloropyrrolopyrimidine core supports palladium-catalyzed coupling reactions. Bench-stable and readily purified by column chromatography, it functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive scaffolds.

Safety Information

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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 58.64
LogP 1.4238
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde

CAS No. 908287-21-8

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