tert-Butyl 4-bromo-1H-pyrazole-1-carboxylate

CAS No. 1150271-23-0
Cat. No. CS-W003721
Molecule weight247.09
Purity≥98%
MDL No.MFCD09999163

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tert-Butyl 4-bromo-1H-pyrazole-1-carboxylate|CS-W003721

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General Information

CAS No. 1150271-23-0
Cat. No. CS-W003721
Purity ≥98%
MDL No. MFCD09999163
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₁BrN₂O₂
Molecular Weight 247.09
Synonym(s) 1-Boc-4-bromopyrazole
SMILES CC(C)(OC(N1C=C(Br)C=N1)=O)C

Description

tert-Butyl 4-bromo-1H-pyrazole-1-carboxylate features a brominated pyrazole core with a bench-stable tert-butyl ester, enabling direct incorporation into Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The electron-deficient pyrazole ring facilitates efficient transition metal catalysis, while the protecting group remains inert under standard reaction conditions.

Application

tert-Butyl 4-bromo-1H-pyrazole-1-carboxylate serves as a versatile building block for the synthesis of brominated pyrazole derivatives, enabling efficient late-stage functionalization in medicinal chemistry. Its stability under standard reaction conditions and compatibility with palladium-catalyzed cross-coupling reactions facilitate the construction of complex heterocyclic scaffolds. The tert-butyl carbamate group provides excellent solubility and ease of removal, supporting straightforward purification and downstream derivatization.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 44.12
LogP 2.4288
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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tert-Butyl 4-bromo-1H-pyrazole-1-carboxylate

CAS No. 1150271-23-0

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