5-Methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Name: 5-Methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 62908-85-4
Cat. No. CS-0080337
Purity≥98%
MDL No.MFCD16990654

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid|CS-0080337

Structure of 62908-85-4

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General Information

CAS No. 62908-85-4
Cat. No. CS-0080337
Purity ≥98%
MDL No. MFCD16990654
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇N₃O₂
Molecular Weight 177.16
Synonym(s) 5-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid
SMILES CC1=NC2=C(C(O)=O)C=NN2C=C1

Description

5-Methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid features a fused heterocyclic core with a methyl group at the 5-position and a carboxylic acid function at C3, enabling direct conjugation or derivatization. This scaffold combines electron-rich aromaticity with a polar functional handle, supporting applications in medicinal chemistry and materials science where stability and synthetic accessibility are critical.

Application

5-Methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its fused pyrazolo[1,5-a]pyrimidine core provides enhanced metabolic stability and favorable binding interactions in target-directed synthesis. The carboxylic acid functionality enables direct derivatization via amide formation or esterification, while the methyl group enhances lipophilicity and modulates electronic properties. This compound exhibits good bench stability and facilitates purification through standard chromatographic techniques, supporting scalable synthesis of kinase inhibitors and other bioactive scaffolds.

Synthesis

Route1
- In-stock
  
  5436-21-5
- 6994-25-8
- ~%
- In-stock
  
  62908-85-4
References
- Arora, Nidhi; Chen, Shaoqing; Hermann, Johannes Cornelius; Kuglstatter, Adreas; Labadie, Sharada Shenvi; Lin, Clara Jeou Jen; Lucas, Matthew C.; Moore, Amy Geraldine; Papp, Eva; Talamas, Francisco Xavier; Wanner, Jutta; Zhai, Yansheng Patent: US2012/15962 A1, 2012 ; Location in patent: Page/Page column 67 ; US 20120015962 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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 67.49
LogP 0.73592
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

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5-Methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

CAS No. 62908-85-4

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