tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

Name: tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate
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CAS No. 215184-78-4
Cat. No. CS-W018585
Molecule weight312.20
Purity≥97%
MDL No.MFCD08752227

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tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate|CS-W018585

Structure of 215184-78-4

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General Information

CAS No. 215184-78-4
Cat. No. CS-W018585
Purity ≥97%
MDL No. MFCD08752227
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BrNO₂
Molecular Weight 312.20
Synonym(s) 5-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
SMILES BrC1=C2C(=CC=C1)CN(CC2)C(=O)OC(C)(C)C

Description

tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate features a brominated dihydroisoquinoline core with a bench-stable tert-butyl ester handle, enabling straightforward functionalization in late-stage diversification. The electron-deficient aryl bromide facilitates palladium-catalyzed cross-coupling, while the protected amine remains inert under standard reaction conditions. This scaffold integrates efficiently into complex molecular architectures.

Application

tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate serves as a versatile building block for the synthesis of isoquinoline-based scaffolds. The bromide functionality enables palladium-catalyzed cross-coupling reactions, while the protected carboxylic acid allows for selective deprotection and derivatization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry campaigns and process-scale synthesis.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 29.54
LogP 3.7423
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

CAS No. 215184-78-4

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