4-Chloro-6-ethylthieno[2,3-d]pyrimidine

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

CAS No. 81136-42-7
Cat. No. CS-0070976
Purity≥97%
MDL No.MFCD01950152

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Chloro-6-ethylthieno[2,3-d]pyrimidine|CS-0070976

Structure of 81136-42-7

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General Information

CAS No. 81136-42-7
Cat. No. CS-0070976
Purity ≥97%
MDL No. MFCD01950152
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClN₂S
Molecular Weight 198.67
Synonym(s) Thieno[2,3-d]pyrimidine, 4-chloro-6-ethyl-
SMILES ClC1=NC=NC(S2)=C1C=C2CC

Description

4-Chloro-6-ethylthieno[2,3-d]pyrimidine features a fused thienopyrimidine core with strategic halogen and alkyl substitution, enabling direct functionalization in heterocyclic synthesis. The chloro group at the 4-position serves as a reactive handle for palladium-catalyzed cross-coupling, while the ethyl substituent at the 6-position enhances solubility and modulates electronic properties. This scaffold delivers robust performance under standard bench conditions.

Application

4-Chloro-6-ethylthieno[2,3-d]pyrimidine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to purine and pyrimidine analogs. The chloro group at C4 facilitates nucleophilic substitution reactions, while the ethylthienopyrimidine core provides structural rigidity and favorable electronic properties for target-directed synthesis. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for modular library construction and API intermediate development.

Synthesis

Route1
- 18593-51-6
- ~99%
- In-stock
  
  81136-42-7
References
- WO2006/136402 A1, ; Page/Page column 80 ; WO 2006/136402 A1
Route2
- In-stock
  
  4507-13-5
- ~%
- In-stock
  
  81136-42-7
References
- Journal of Heterocyclic Chemistry, , vol. 18, # 7 p. 1277 - 1280

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 25.78
LogP 2.9071
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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4-Chloro-6-ethylthieno[2,3-d]pyrimidine

CAS No. 81136-42-7

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