tert-Butyl (4,5,6,7-tetrahydro-1H-indazol-5-yl)carbamate

Name: tert-Butyl (4,5,6,7-tetrahydro-1H-indazol-5-yl)carbamate
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CAS No. 1158767-01-1
Cat. No. CS-0162283
Purity≥97%
MDL No.MFCD12408337

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tert-Butyl (4,5,6,7-tetrahydro-1H-indazol-5-yl)carbamate|CS-0162283

Structure of 1158767-01-1

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General Information

CAS No. 1158767-01-1
Cat. No. CS-0162283
Purity ≥97%
MDL No. MFCD12408337
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉N₃O₂
Molecular Weight 237.30
Synonym(s) tert-Butyl N-(4,5,6,7-tetrahydro-1H-indazol-5-yl)carbamate
SMILES O=C(OC(C)(C)C)NC1CC2=C(NN=C2)CC1

Description

tert-Butyl (4,5,6,7-tetrahydro-1H-indazol-5-yl)carbamate serves as a protected indazole scaffold with enhanced solubility and stability. The tetrahydroindazole core provides a rigid, electron-rich heterocyclic platform ideal for medicinal chemistry applications. This carbamate group enables straightforward deprotection under mild acidic conditions, facilitating downstream functionalization in target-directed synthesis.

Application

tert-Butyl (4,5,6,7-tetrahydro-1H-indazol-5-yl)carbamate serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized indazoline scaffolds. The protected amine facilitates selective transformations, including palladium-catalyzed cross-couplings and reductive amination, while the tetrahydroindazole core offers structural rigidity and favorable pharmacokinetic properties. Bench-stable and readily purified by flash chromatography, it functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive heterocycles.

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

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Computational Chemistry Data

TPSA 67.01
LogP 1.7917
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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tert-Butyl (4,5,6,7-tetrahydro-1H-indazol-5-yl)carbamate

CAS No. 1158767-01-1

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