N-methoxy-N-methylnicotinamide

Name: N-methoxy-N-methylnicotinamide
Brand: ChemScene
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CAS No. 95091-91-1
Cat. No. CS-0044200
Purity≥97%
MDL No.MFCD11847417

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Excepted Quantity	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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N-methoxy-N-methylnicotinamide|CS-0044200

Structure of 95091-91-1

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General Information

CAS No. 95091-91-1
Cat. No. CS-0044200
Purity ≥97%
MDL No. MFCD11847417
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀N₂O₂
Molecular Weight 166.18
Synonym(s) 3-Pyridinecarboxamide, N-methoxy-N-methyl-
SMILES O=C(C1=CC=CN=C1)N(OC)C

Description

N-methoxy-N-methylnicotinamide features a pyridine ring with dual N-alkyl substituents, delivering enhanced solubility and stability in polar solvents. This derivative serves as a valuable synthetic handle in transition-metal-catalyzed cross-coupling reactions, where the methoxy group facilitates efficient activation under mild conditions.

Application

N-Methoxy-N-methylnicotinamide serves as a versatile acyl transfer reagent, enabling efficient amidation and esterification reactions under mild conditions. Its stability, ease of handling, and compatibility with diverse functional groups make it a practical choice for peptide coupling and small-molecule synthesis. Functions as a reliable alternative to traditional activating agents in standard laboratory workflows.

Synthesis

Route1
- In-stock
  
  59-67-6
- In-stock
  
  6638-79-5
- ~97%
- In-stock
  
  95091-91-1
References
- ELI LILLY AND COMPANY Patent: WO2006/124447 A2, 2006 ; Location in patent: Page/Page column 77 ; WO 2006/124447 A2
Route2
- 10400-19-8
- In-stock
  
  6638-79-5
- ~85%
- In-stock
  
  95091-91-1
References
- Zhang, Gang; Kumamoto, Takuya; Heima, Takashi; Ishikawa, Tsutomu Tetrahedron Letters, 2010 , vol. 51, # 30 p. 3927 - 3930
Route3
- In-stock
  
  6638-79-5
- 20260-53-1
- ~73%
- In-stock
  
  95091-91-1
References
- SOLVAY PHARMACEUTICALS B.V. Patent: WO2008/129054 A2, 2008 ; Location in patent: Page/Page column 28 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 42.43
LogP 0.715
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Chemical Synthesis Synthetic Reagents C-C Bond Formation Weinreb Amides

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N-methoxy-N-methylnicotinamide

CAS No. 95091-91-1

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