tert-Butyl 3-iodo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Name: tert-Butyl 3-iodo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 877060-48-5
Cat. No. CS-0037775
Purity≥95%
MDL No.MFCD08234845

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 3-iodo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate|CS-0037775

Structure of 877060-48-5

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General Information

CAS No. 877060-48-5
Cat. No. CS-0037775
Purity ≥95%
MDL No. MFCD08234845
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃IN₂O₂
Molecular Weight 344.15
Synonym(s) 3-Iodopyrrolo[3,2-c]pyridine-1-carboxylicacid tert-butyl ester
SMILES CC(C)(C)OC(=O)N1C=C(C2=C1C=CN=C2)I

Description

tert-Butyl 3-iodo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate features a sterically hindered tert-butyl ester and an iodinated pyrrolopyridine core, enabling direct cross-coupling in late-stage functionalization. The electron-deficient heterocycle integrates readily into complex scaffolds under standard palladium catalysis, delivering diverse N-heterocyclic architectures with high functional group tolerance.

Application

tert-Butyl 3-iodo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The iodine moiety enables efficient palladium-catalyzed cross-coupling reactions, while the tert-butyl ester provides stability and facilitates straightforward deprotection under mild acidic conditions. Its functional group tolerance and bench stability make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  877060-47-4
- In-stock
  
  24424-99-5
- ~99%
- In-stock
  
  877060-48-5
References
- Lefoix, Myriam; Daillant, Jean-Philippe; Routier, Sylvain; Merour, Jean-Yves; Gillaizeau, Isabelle; Coudert, Gerard Synthesis, 2005 , # 20 art. no. Z08405SS, p. 3581 - 3588
Route2
- In-stock
  
  271-34-1
- ~%
- In-stock
  
  877060-48-5
References
- Lefoix, Myriam; Daillant, Jean-Philippe; Routier, Sylvain; Merour, Jean-Yves; Gillaizeau, Isabelle; Coudert, Gerard Synthesis, 2005 , # 20 art. no. Z08405SS, p. 3581 - 3588

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 44.12
LogP 3.4241
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

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tert-Butyl 3-iodo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

CAS No. 877060-48-5

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