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

Name: tert-Butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate
Brand: ChemScene
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CAS No. 877399-34-3
Cat. No. CS-0048382
Purity≥97%
MDL No.None

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tert-Butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate|CS-0048382

Structure of 877399-34-3

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Description

tert-Butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate features a sterically hindered azetidine core linked to a brominated pyrazole, delivering a bench-stable, moisture-tolerant scaffold for late-stage functionalization. This combination enables efficient coupling in Suzuki-Miyaura and Buchwald-Hartwig reactions, streamlining access to bioactive heterocycles in medicinal chemistry.

Application

tert-Butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate serves as a versatile building block for constructing bioactive heterocycles, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling. The azetidine core provides conformational rigidity and enhanced metabolic stability, while the tert-butyl carbamate offers excellent bench stability and ease of deprotection. The bromopyrazole moiety facilitates further diversification through Suzuki, Stille, or Negishi couplings, making this compound ideal for medicinal chemistry campaigns requiring rapid scaffold exploration.

General Information

CAS No. 877399-34-3
Cat. No. CS-0048382
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₆BrN₃O₂
Molecular Weight 302.17
Synonym(s) tert-Butyl 3-(4-bromopyrazol-1-yl)azetidine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1CC(C1)N1C=C(Br)C=N1

Computational Chemistry Data

TPSA 47.36
LogP 2.4374
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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

CAS No. 877399-34-3

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