2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid

Name: 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1503461-20-8
Cat. No. CS-0055227
Purity≥98%
MDL No.MFCD20259410

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid|CS-0055227

Structure of 1503461-20-8

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Description

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid features a fused heterocyclic core with orthogonal functional handles: a chloro group at C2 and a carboxylic acid at C6. This arrangement enables direct incorporation into bioactive scaffolds via amide coupling or nucleophilic substitution. The electron-deficient pyrimidine ring enhances reactivity in cross-coupling processes, while the bench-stable carboxylate supports modular derivatization under standard conditions.

Application

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid serves as a versatile building block for purine-derived scaffolds in medicinal chemistry. Its carboxylic acid functionality enables direct amidation or esterification, while the chloro substituent facilitates palladium-catalyzed coupling reactions. The molecule exhibits good bench stability and functional group tolerance, supporting efficient synthesis of heterocyclic intermediates relevant to kinase inhibitors and nucleoside analogs.

General Information

CAS No. 1503461-20-8
Cat. No. CS-0055227
Purity ≥98%
MDL No. MFCD20259410
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClN₃O₂
Molecular Weight 197.58
Synonym(s) None
SMILES O=C(C1=CC2=CN=C(Cl)N=C2N1)O

Computational Chemistry Data

TPSA 78.87
LogP 1.3095
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid

CAS No. 1503461-20-8

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