tert-Butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate

Name: tert-Butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate
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CAS No. 1029413-51-1
Cat. No. CS-0060915
Purity≥95%
MDL No.MFCD10687122

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tert-Butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate|CS-0060915

Structure of 1029413-51-1

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General Information

CAS No. 1029413-51-1
Cat. No. CS-0060915
Purity ≥95%
MDL No. MFCD10687122
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₈N₄O₂
Molecular Weight 238.29
Synonym(s) tert-butyl3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1CC(C1)N2C=C(C=N2)N

Description

tert-Butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate features a sterically hindered azetidine core linked to an electron-rich pyrazole ring via a flexible amine tether. This scaffold integrates a bench-stable, moisture-tolerant protecting group with a reactive primary amine for downstream functionalization in medicinal chemistry and fragment-based design.

Application

tert-Butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrazole-fused azetidine scaffolds. The tertiary amine functionality facilitates straightforward derivatization, while the tert-butyl carbamate group provides excellent bench stability and ease of removal under mild acidic conditions. This compound functions as a key intermediate in the synthesis of bioactive heterocycles, particularly in targeted kinase inhibitor and CNS drug discovery programs.

Synthesis

Route1
- In-stock
  
  1314987-79-5
- ~%
- In-stock
  
  1029413-51-1
References
- Zabierek, Anna A.; Konrad, Kaleen M.; Haidle, Andrew M. Tetrahedron Letters, 2008 , vol. 49, # 18 p. 2996 - 2998
Route2
- In-stock
  
  141699-55-0
- ~%
- In-stock
  
  1029413-51-1
References
- Abbott Laboratories Patent: US2010/317680 A1, 2010 ; US 20100317680 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 73.38
LogP 1.2571
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

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tert-Butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate

CAS No. 1029413-51-1

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