tert-Butyl 7-(bromomethyl)-1H-indole-1-carboxylate

Name: tert-Butyl 7-(bromomethyl)-1H-indole-1-carboxylate
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CAS No. 442910-45-4
Cat. No. CS-0695707
Molecule weight310.19
Purity≥98%
MDL No.None

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tert-Butyl 7-(bromomethyl)-1H-indole-1-carboxylate|CS-0695707

Structure of 442910-45-4

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General Information

CAS No. 442910-45-4
Cat. No. CS-0695707
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₆BrNO₂
Molecular Weight 310.19
Synonym(s) None
SMILES CC(C)(C)OC(=O)N1C=CC2=CC=CC(CBr)=C12

Description

tert-Butyl 7-(bromomethyl)-1H-indole-1-carboxylate features a bromomethyl group at the 7-position of the indole scaffold, enabling direct functionalization in late-stage diversification. The tert-butyl ester delivers enhanced stability and ease of removal under mild acidic conditions. This derivative serves as a key intermediate for constructing complex heterocyclic architectures in medicinal chemistry.

Application

tert-Butyl 7-(bromomethyl)-1H-indole-1-carboxylate serves as a versatile building block for the synthesis of indole-based scaffolds, enabling efficient functionalization at the C7 position. The bromomethyl group facilitates nucleophilic substitution reactions with amines, thiols, and other soft nucleophiles, while the tert-butyl ester provides stability and compatibility with standard deprotection protocols. Its bench-stable nature and predictable reactivity make it ideal for medicinal chemistry campaigns and heterocyclic library construction.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 31.23
LogP 4.3194
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromine

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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tert-Butyl 7-(bromomethyl)-1H-indole-1-carboxylate

CAS No. 442910-45-4

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