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

Name: 4-Chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 71149-52-5
Cat. No. CS-W008222
Purity≥96%
MDL No.MFCD09746275

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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+
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4-Chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W008222

Structure of 71149-52-5

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General Information

CAS No. 71149-52-5
Cat. No. CS-W008222
Purity ≥96%
MDL No. MFCD09746275
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆ClN₃
Molecular Weight 167.60
Synonym(s) 7H-pyrrolo[2,3-d]pyrimidine, 4-chloro-2-methyl-
SMILES ClC1=NC(=NC2=C1C=C[NH]2)C

Description

4-Chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine serves as a pivotal heterocyclic scaffold in medicinal chemistry, offering a rigid, electron-deficient core for constructing kinase inhibitors and nucleoside analogs. This bench-stable, moisture-tolerant compound integrates readily into diverse synthetic pathways, enabling efficient access to bioactive molecules through cross-coupling and nucleophilic substitution reactions.

Application

4-Chloro-2-methyl-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block for purine-based scaffolds in medicinal chemistry. Its chloro group enables palladium-catalyzed cross-coupling reactions, while the methyl substituent enhances stability and modulates electronic properties. The scaffold exhibits excellent bench stability and compatibility with standard functional group transformations, facilitating efficient synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 89792-11-0
- ~85%
- In-stock
  
  71149-52-5
References
- CHEMOCENTRYX, INC. Patent: WO2009/9740 A1, 2009 ; Location in patent: Page/Page column 71; 72 ; WO 2009/009740 A1
Route2
- 1314922-47-8
- ~86%
- In-stock
  
  71149-52-5
References
- Gangjee, Aleem Patent: US2010/10016 A1, 2010 ; Location in patent: Page/Page column 15-16 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 1.91972
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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

CAS No. 71149-52-5

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