tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate

Name: tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate
Brand: ChemScene
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CAS No. 1083057-14-0
Cat. No. CS-M2542
Molecule weight284.35
Purity≥98%
MDL No.MFCD16659611

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate|CS-M2542

Structure of 1083057-14-0

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General Information

CAS No. 1083057-14-0
Cat. No. CS-M2542
Purity ≥98%
MDL No. MFCD16659611
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₀N₂O₂
Molecular Weight 284.35
Synonym(s) Benzoic acid, 3-(6-amino-3-methyl-2-pyridinyl)-, 1,1-dimethylethyl ester
SMILES O=C(OC(C)(C)C)C1=CC=CC(C2=NC(N)=CC=C2C)=C1

Description

tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate features a strategically positioned amino group on a methyl-substituted pyridine ring, enabling direct coupling in late-stage functionalization. The tert-butyl ester serves as a robust, moisture-tolerant handle for selective deprotection under mild acidic conditions. This scaffold integrates electron-rich heterocyclic and aromatic moieties, facilitating efficient access to complex pharmacophores in medicinal chemistry.

Application

tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient late-stage functionalization via the pendant amine and ester groups. The molecule exhibits excellent bench stability, facilitates straightforward deprotection under mild acidic conditions, and supports diverse coupling reactions, making it well-suited for medicinal chemistry campaigns requiring modular scaffold elaboration.

Synthesis

Route1
- 1083057-13-9
- ~53%
- In-stock
  
  1083057-14-0
References
- VERTEX PHARMACEUTICALS INCORPORATED; YOUNG, Christopher Patent: WO2010/37066 A2, 2010 ; Location in patent: Page/Page column 12; 28-29 ;
Route2
- 1083057-13-9
- 141-43-5
- 7143-01-3
- ~54%
- In-stock
  
  1083057-14-0
References
- Vertex Pharmaceuticals Incorported Patent: US2011/98311 A1, 2011 ;
Route3
- In-stock
  
  3430-17-9
- ~%
- In-stock
  
  1083057-14-0
References
- US2013/186801 A1, ;

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 3.59452
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate

CAS No. 1083057-14-0

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