4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid

Name: 4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 875515-76-7
Cat. No. CS-W006123
Purity≥96%
MDL No.MFCD11846188

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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-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid|CS-W006123

Structure of 875515-76-7

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General Information

CAS No. 875515-76-7
Cat. No. CS-W006123
Purity ≥96%
MDL No. MFCD11846188
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClN₂O₂S
Molecular Weight 214.63
Synonym(s) None
SMILES O=C(C1=CC2=NC=NC(Cl)=C2S1)O

Description

4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid is a heterocyclic building block featuring a chlorinated thienopyrimidine core with a carboxylic acid handle. This scaffold integrates electron-deficient character and planar geometry, enabling direct coupling in medicinal chemistry campaigns. The functional group supports derivatization under standard conditions, facilitating access to bioactive analogs in kinase inhibitor and antiviral research.

Application

4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its carboxylic acid functionality enables direct amidation, esterification, or coupling reactions, while the chloro substituent facilitates palladium-catalyzed cross-coupling. The fused thienopyrimidine core exhibits enhanced metabolic stability and planar geometry, making it valuable in the synthesis of kinase inhibitors and organic semiconductors. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows.

Synthesis

Route1
- 124-38-9
- In-stock
  
  16269-66-2
- ~83%
- In-stock
  
  875515-76-7
References
- Disch, Jeremy S.; Evindar, Ghotas; Chiu, Cynthia H.; Blum, Charles A.; Dai, Han; Jin, Lei; Schuman, Eli; Lind, Kenneth E.; Belyanskaya, Svetlana L.; Deng, Jianghe; Coppo, Frank; Aquilani, Leah; Graybill, Todd L.; Cuozzo, John W.; Lavu, Siva; Mao, Cheney; Vlasuk, George P.; Perni, Robert B. Journal of Medicinal Chemistry, 2013 , vol. 56, # 9 p. 3666 - 3679

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 63.08
LogP 2.0429
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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4-Chlorothieno[3,2-d]pyrimidine-6-carboxylic acid

CAS No. 875515-76-7

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