2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Name: 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 739364-95-5
Cat. No. CS-W003908
Purity≥98%
MDL No.MFCD19443280

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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+
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2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid|CS-W003908

Structure of 739364-95-5

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General Information

CAS No. 739364-95-5
Cat. No. CS-W003908
Purity ≥98%
MDL No. MFCD19443280
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇N₃O₂
Molecular Weight 177.16
Synonym(s) 2-Methyl-Pyrazolo[1,5-A]Pyrimidine-6-Carboxylic Acid
SMILES O=C(C1=CN2C(N=C1)=CC(C)=N2)O

Description

This pyrazolopyrimidine carboxylic acid features a fused heterocyclic core with a methyl group at the 2-position and a carboxylic acid at the 6-position, enabling direct integration into bioactive scaffolds. The electron-deficient system facilitates nucleophilic substitution and conjugation reactions under mild conditions.

Application

2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of kinase inhibitors and other bioactive scaffolds. Its carboxylic acid functionality facilitates direct coupling reactions, while the fused pyrazolo-pyrimidine core exhibits excellent bench stability and compatibility with standard functional group manipulations. The methyl substitution enhances solubility and modulates electronic properties, supporting efficient derivatization in multi-step syntheses.

Synthesis

Route1
- 338953-49-4
- ~61%
- In-stock
  
  739364-95-5
References
- Kato, Noriyasu; Oka, Mitsuru; Murase, Takayo; Yoshida, Masahiro; Sakairi, Masao; Yamashita, Satoko; Yasuda, Yoshika; Yoshikawa, Aya; Hayashi, Yuuji; Makino, Mitsuhiro; Takeda, Motohiro; Mirensha, Yakufu; Kakigami, Takuji Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 23 p. 7221 - 7227

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 67.49
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

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Building Blocks for Pharmaceutical Ingredients

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2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

CAS No. 739364-95-5

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