Methyl 6-amino-2-methylnicotinate

Name: Methyl 6-amino-2-methylnicotinate
Brand: ChemScene
Availability: InStock
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CAS No. 872355-52-7
Cat. No. CS-0061193
Purity≥97%
MDL No.MFCD08062965

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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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Methyl 6-amino-2-methylnicotinate|CS-0061193

Structure of 872355-52-7

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General Information

CAS No. 872355-52-7
Cat. No. CS-0061193
Purity ≥97%
MDL No. MFCD08062965
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀N₂O₂
Molecular Weight 166.18
Synonym(s) 3-Pyridinecarboxylic acid, 6-amino-2-methyl-, methyl ester
SMILES O=C(C1=CC=C(N)N=C1C)OC

Description

Methyl 6-amino-2-methylnicotinate is a bench-stable, electron-rich heterocyclic ester featuring a para-amino group and a methyl substituent at the 2-position. This structure enables direct integration into synthetic routes for bioactive compounds, particularly in medicinal chemistry applications requiring nitrogen-rich scaffolds. The ester functionality facilitates downstream derivatization under mild conditions.

Application

Methyl 6-amino-2-methylnicotinate serves as a versatile building block in medicinal chemistry, enabling direct access to substituted nicotinamide and pyridine derivatives. The amino group facilitates electrophilic substitution and coupling reactions, while the ester functionality supports selective transformations under standard conditions. Bench-stable and readily purified by recrystallization, it functions effectively in multistep syntheses requiring orthogonal functional group handling.

Synthesis

Route1
- 67-56-1
- 680208-82-6
- ~%
- In-stock
  
  872355-52-7
References
- SCIOS, INC. Patent: WO2006/112828 A1, 2006 ; Location in patent: Page/Page column 74 ; WO 2006/112828 A1
Route2
- 67-56-1
- 680208-82-6
- 64-17-5
- ~%
- In-stock
  
  872355-52-7
- 1094346-14-1
References
- MERCK SHARP and DOHME CORP.; ALTMAN, Michael, D.; BIENSTOCK, Corey, E.; BUTCHER, John, W.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; JEWELL, James, P.; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETERSON, Scott, L.; SMITH, Graham Frank Patent: WO2013/52394 A1, 2013 ; Location in patent: Paragraph 00386 ;

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 65.21
LogP 0.75882
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 6-amino-2-methylnicotinate

CAS No. 872355-52-7

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