Methyl 3-amino-6-chloropicolinate

Name: Methyl 3-amino-6-chloropicolinate
Brand: ChemScene
Availability: InStock
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CAS No. 866807-26-3
Cat. No. CS-0042788
Purity≥95%
MDL No.MFCD18259037

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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 3-amino-6-chloropicolinate|CS-0042788

Structure of 866807-26-3

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General Information

CAS No. 866807-26-3
Cat. No. CS-0042788
Purity ≥95%
MDL No. MFCD18259037
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂O₂
Molecular Weight 186.60
Synonym(s) 3-Amino-6-chloro-pyridine-2-carboxylic acid methyl ester
SMILES O=C(OC)C1=NC(Cl)=CC=C1N

Description

Methyl 3-amino-6-chloropicolinate features a chlorine-substituted pyridine core with complementary amino and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. The para-chloro group enhances electrophilic reactivity, while the ortho-amino moiety supports metal coordination and derivatization under mild conditions. This bench-stable intermediate facilitates efficient access to bioactive nitrogen heterocycles in medicinal chemistry workflows.

Application

Methyl 3-amino-6-chloropicolinate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C3 amine and C6 chlorine sites. Its stability under standard conditions facilitates straightforward derivatization via nucleophilic substitution or coupling reactions. The methyl ester group supports further transformation to carboxylic acids or amides, while the ortho-chloro and amino functionalities enable sequential modification in heterocyclic scaffold construction.

Synthesis

Route1
- In-stock
  
  866807-27-4
- 18107-18-1
- ~%
- In-stock
  
  866807-26-3
References
- SUMITOMO CHEMICAL COMPANY, LIMITED Patent: WO2008/130021 A2, 2008 ; Location in patent: Page/Page column 462-463 ;

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

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Computational Chemistry Data

TPSA 65.21
LogP 1.1038
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 3-amino-6-chloropicolinate

CAS No. 866807-26-3

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