5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Name: 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 90349-23-8
Cat. No. CS-0033141
Purity≥98%
MDL No.MFCD01051014

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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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5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid|CS-0033141

Structure of 90349-23-8

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General Information

CAS No. 90349-23-8
Cat. No. CS-0033141
Purity ≥98%
MDL No. MFCD01051014
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉N₃O₂
Molecular Weight 191.19
Synonym(s) VITAS-BB TBB005266
SMILES O=C(O)C1=C2N=C(C)C=C(C)N2N=C1

Description

5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid is a heterocyclic scaffold featuring a fused pyrazole-pyrimidine core with methyl substituents at the 5- and 7-positions. The carboxylic acid group at the 3-position enables direct conjugation or derivatization in medicinal chemistry applications. This electron-deficient system supports integration into bioactive molecules requiring precise steric and electronic profiles.

Application

5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid serves as a versatile building block for heterocyclic scaffolds in medicinal chemistry. Its pyrazolopyrimidine core exhibits robust bench stability and tolerates a range of functional groups, enabling straightforward derivatization via amide coupling, esterification, or Suzuki-Miyaura cross-coupling. The carboxylic acid functionality facilitates purification and conjugation, making it well-suited for the synthesis of kinase inhibitors and other bioactive molecules.

Synthesis

Route1
- 52664-01-4
- ~%
- In-stock
  
  90349-23-8
References
- WO2012/78855 A1, ; Page/Page column 17 ; WO 2012/078855 A1
Route2
- 123-54-6
- ~%
- In-stock
  
  90349-23-8
References
- WO2012/78855 A1, ; WO 2012/078855 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-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 1.04434
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

CAS No. 90349-23-8

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