3-Methoxy-4-(methylamino)cyclobut-3-ene-1,2-dione

Name: 3-Methoxy-4-(methylamino)cyclobut-3-ene-1,2-dione
Brand: ChemScene
Availability: InStock
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CAS No. 63649-29-6
Cat. No. CS-0610917
Purity≥95%
MDL No.None

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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+
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3-Methoxy-4-(methylamino)cyclobut-3-ene-1,2-dione|CS-0610917

Structure of 63649-29-6

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General Information

CAS No. 63649-29-6
Cat. No. CS-0610917
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇NO₃
Molecular Weight 141.12
Synonym(s) 1-methylamino-2-methoxycyclobutenedione
SMILES O=C1C(C(OC)=C1NC)=O

Description

This cyclobutenedione derivative features a methoxy group at C3 and a methylamino substituent at C4, creating a uniquely electron-rich scaffold. The conjugated diketone system enables facile participation in Diels-Alder reactions and transition-metal-catalyzed couplings. Bench-stable under standard conditions, it serves as a reactive building block for complex heterocycles and bioactive molecule synthesis.

Application

3-Methoxy-4-(methylamino)cyclobut-3-ene-1,2-dione serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyrrolidine and indoline scaffolds via reductive amination or cycloaddition pathways. The molecule exhibits bench-stable crystalline properties, tolerates diverse functional groups, and facilitates straightforward purification—ideal for medicinal chemistry campaigns requiring rapid scaffold diversification.

Synthesis

Route1
- In-stock
  
  5222-73-1
- ~%
- In-stock
  
  63649-29-6
References
- Smith Kline and French Laboratories Limited Patent: US4532246 A1, 1985 ;
Route2
- In-stock
  
  5222-73-1
- 74-89-5
- ~42%
- In-stock
  
  63649-29-6
References
- Young; Durant; Emmett; Ganellin; Graham; Mitchell; Prain; Roantree Journal of Medicinal Chemistry, 1986 , vol. 29, # 1 p. 44 - 49

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 55.4
LogP -0.6671
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Fatty ring compounds Other fatty ring compounds

Key Words

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3-Methoxy-4-(methylamino)cyclobut-3-ene-1,2-dione

CAS No. 63649-29-6

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