tert-Butyl N-(3-chloro-1H-pyrazol-4-yl)carbamate

CAS No. 1374320-71-4
Cat. No. CS-0058121
Molecule weightNone
Purity≥95%
MDL No.MFCD24620351

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tert-Butyl N-(3-chloro-1H-pyrazol-4-yl)carbamate|CS-0058121

Structure of 1374320-71-4

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General Information

CAS No. 1374320-71-4
Cat. No. CS-0058121
Purity ≥95%
MDL No. MFCD24620351
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂ClN₃O₂
Molecular Weight None
Synonym(s) tert-butyl (3-chloro-1H-pyrazol-4-yl)carbamate
SMILES O=C(OC(C)(C)C)NC1=CNN=C1Cl

Description

tert-Butyl N-(3-chloro-1H-pyrazol-4-yl)carbamate features a bench-stable carbamate protecting group that enables selective functionalization at the pyrazole nitrogen. The electron-deficient pyrazole ring enhances reactivity in cross-coupling and nucleophilic substitution processes, while the tert-butyl moiety ensures excellent solubility and stability under standard conditions.

Application

tert-Butyl N-(3-chloro-1H-pyrazol-4-yl)carbamate serves as a versatile pyrazole-based building block in medicinal chemistry, enabling direct functionalization at the 4-position via standard cross-coupling reactions. The carbamate group provides excellent bench stability and facilitates easy deprotection under mild acidic conditions. Its compatibility with palladium-catalyzed transformations and tolerance for diverse reaction partners make it a practical choice for constructing bioactive heterocyclic scaffolds.

Safety Information

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Computational Chemistry Data

TPSA 67.01
LogP 2.4101
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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tert-Butyl N-(3-chloro-1H-pyrazol-4-yl)carbamate

CAS No. 1374320-71-4

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