tert-Butyl 4-chloro-5,6-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(8H)-carboxylate

Name: tert-Butyl 4-chloro-5,6-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(8H)-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 946198-89-6
Cat. No. CS-0048309
Purity≥97%
MDL No.None

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tert-Butyl 4-chloro-5,6-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(8H)-carboxylate|CS-0048309

Structure of 946198-89-6

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General Information

CAS No. 946198-89-6
Cat. No. CS-0048309
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₆ClN₃O₂S
Molecular Weight 325.81
Synonym(s) None
SMILES CC(C)(C)OC(=O)N1CCC2=C(C1)SC1=C2C(Cl)=NC=N1

Description

tert-Butyl 4-chloro-5,6-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(8H)-carboxylate features a sterically hindered tert-butyl ester and a chlorinated heterocyclic core with fused thienopyrimidine architecture. This bench-stable intermediate integrates readily into synthetic sequences requiring electron-deficient pyridine-like scaffolds, enabling efficient access to advanced kinase inhibitors and bioactive nitrogen-containing polycycles under standard conditions.

Application

tert-Butyl 4-chloro-5,6-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(8H)-carboxylate serves as a versatile building block for the synthesis of functionalized pyrido-thienopyrimidine scaffolds. The chloro group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester facilitates selective deprotection under mild acidic conditions. Its stability and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 874801-60-2
- ~90%
- In-stock
  
  946198-89-6
References
- BAYER HEALTHCARE AG Patent: WO2009/33581 A1, 2009 ; Location in patent: Page/Page column 63 ;
Route2
- 79099-07-3
- ~%
- In-stock
  
  946198-89-6
References
- Hamed, Mostafa M.; Abou El Ella, Dalal A.; Keeton, Adam B.; Piazza, Gary A.; Engel, Matthias; Hartmann, Rolf W.; Abadi, Ashraf H. MedChemComm, 2013 , vol. 4, # 8 p. 1202 - 1207
Route3
- In-stock
  
  193537-14-3
- ~%
- In-stock
  
  946198-89-6
References
- Hamed, Mostafa M.; Abou El Ella, Dalal A.; Keeton, Adam B.; Piazza, Gary A.; Engel, Matthias; Hartmann, Rolf W.; Abadi, Ashraf H. MedChemComm, 2013 , vol. 4, # 8 p. 1202 - 1207

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

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Computational Chemistry Data

TPSA 55.32
LogP 3.6379
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

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tert-Butyl 4-chloro-5,6-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(8H)-carboxylate

CAS No. 946198-89-6

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