6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

Name: 6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 778574-06-4
Cat. No. CS-D0279
Purity≥96%
MDL No.MFCD08273934

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine|CS-D0279

Structure of 778574-06-4

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General Information

CAS No. 778574-06-4
Cat. No. CS-D0279
Purity ≥96%
MDL No. MFCD08273934
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₃Cl₂N₃
Molecular Weight 294.18
Synonym(s) Pyrido[4,3-d]pyrimidine, 2,4-dichloro-5,6,7,8-tetrahydro-6-(phenylmethyl)-
SMILES ClC1=C(CN(CC2=CC=CC=C2)CC3)C3=NC(Cl)=N1

Description

6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine features a rigid, electron-deficient heterocyclic core with dual chlorine substituents enhancing reactivity. The benzyl group at the 6-position imparts steric bulk and lipophilicity, enabling selective interactions in target-directed synthesis. This scaffold serves as a key building block for kinase inhibitors and bioactive small molecules, offering robust stability under standard bench conditions.

Application

6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine serves as a versatile heterocyclic building block for medicinal chemistry campaigns. Its structure features orthogonal functional handles—two chlorides at C2 and C4, and a benzyl group at C6—enabling sequential substitutions via nucleophilic displacement or cross-coupling reactions. The tetrahydropyrido[4,3-d]pyrimidine core provides a rigid, electron-deficient scaffold with favorable metabolic stability, facilitating rapid access to diverse analogs in target-directed synthesis. Bench-stable and amenable to standard purification methods, it supports scalable development workflows.

Synthesis

Route1
- In-stock
  
  135481-57-1
- ~86%
- In-stock
  
  778574-06-4
References
- Sun, Hao-Peng; Jia, Jian-Min; Jiang, Fen; Xu, Xiao-Li; Liu, Fang; Guo, Xiao-Ke; Cherfaoui, Bahidja; Huang, Hao-Ze; Pan, Yang; You, Qi-Dong European Journal of Medicinal Chemistry, 2014 , vol. 79, p. 399 - 412
Route2
- 57611-47-9
- ~%
- In-stock
  
  778574-06-4
References
- Journal of Medicinal Chemistry, , vol. 55, # 24 p. 10958 - 10971
Route3
- 41276-30-6
- ~%
- In-stock
  
  778574-06-4
References
- European Journal of Medicinal Chemistry, , vol. 79, p. 399 - 412

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

Quality Control

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Computational Chemistry Data

TPSA 29.02
LogP 3.3417
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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6-Benzyl-2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

CAS No. 778574-06-4

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