tert-Butyl 4-chloropicolinate

Name: tert-Butyl 4-chloropicolinate
Brand: ChemScene
Availability: InStock
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CAS No. 220000-86-2
Cat. No. CS-W023010
Molecule weight213.66
Purity≥98%
MDL No.MFCD10565714

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 4-chloropicolinate|CS-W023010

Structure of 220000-86-2

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General Information

CAS No. 220000-86-2
Cat. No. CS-W023010
Purity ≥98%
MDL No. MFCD10565714
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂ClNO₂
Molecular Weight 213.66
Synonym(s) 4-CHLOROPYRIDINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
SMILES CC(C)(C)OC(=O)C1=NC=CC(Cl)=C1

Description

tert-Butyl 4-chloropicolinate is a bench-stable, moisture-tolerant ester featuring a para-chloro-substituted pyridine core. This electron-deficient heterocycle integrates readily into synthetic sequences, serving as a key building block for pharmaceutical intermediates and functionalized polymers through selective transformations at the ester and halogen sites.

Application

tert-Butyl 4-chloropicolinate serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C4 position of the picolinate ring. Its stability under standard reaction conditions and compatibility with palladium-catalyzed cross-coupling reactions facilitate efficient access to substituted pyridine derivatives. The tert-butyl ester group allows for straightforward deprotection under mild acidic conditions, providing ready access to the corresponding carboxylic acid. This reagent functions effectively in the construction of heterocyclic scaffolds relevant to medicinal chemistry and agrochemical research.

Synthesis

Route1
- 53750-66-6
- 75-65-0
- ~87%
- In-stock
  
  220000-86-2
References
- Borzilleri, Robert M.; Kim, Kyoung S.; Cai, Zhen-Wei Patent: US2005/239820 A1, 2005 ; Location in patent: Page/Page column 17 ; US 20050239820 A1
Route2
- 24484-93-3
- 75-65-0
- ~50%
- In-stock
  
  220000-86-2
References
- KinaGen, Inc. Patent: US2009/12091 A1, 2009 ; Location in patent: Page/Page column 46-47 ; US 20090012091 A1
Route3
- 53750-66-6
- In-stock
  
  865-47-4
- ~%
- In-stock
  
  220000-86-2
References
- US2004/122237 A1, ; Page 88 ; US 20040122237 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 39.19
LogP 2.6903
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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tert-Butyl 4-chloropicolinate

CAS No. 220000-86-2

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