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ChemicalBook--->CAS DataBase List--->182344-70-3

182344-70-3

182344-70-3 Structure

182344-70-3 Structure
IdentificationBack Directory
[Name]

TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE
[CAS]

182344-70-3
[Synonyms]

N-Boc-5-bromoindole
1-BOC-5-bromoindole
1-Boc-5-bromo-1H-indole
N-Boc-5-bromoindole 13C6
5-Bromo-1-tert-butoxycarbonylindole
5-Bromo-1-(t-Butoxycarbonyl)-1H-indole
TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE
5-BROMO-1-(TERT-BUTOXYCARBONYL)-1H-INDOLE
TERT-BUTYL 5-BROMO-1H-INDOLE-1-CARBOXYLATE
5-bromo-1-indolecarboxylic acid tert-butyl ester
1H-Indole-1-carboxylic acid, 5-bromo-, 1,1-dimethylethyl ester
[Molecular Formula]

C13H14BrNO2
[MDL Number]

MFCD02090067
[MOL File]

182344-70-3.mol
[Molecular Weight]

296.16
Chemical PropertiesBack Directory
[Melting point ]

56-57 °C(lit.)
[Boiling point ]

367.9±34.0 °C(Predicted)
[density ]

1.37±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

Solid
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HS Code ]

2933998090
Hazard InformationBack Directory
[Uses]

N-Boc-5-bromoindole is formed as an intermediate for the synthesis of di-Boc-protected 5-aminoindole via a Buchwald-Hartwig amination with tBu-carbamate followed by regioselective bromination[1].
[General Description]

N-Boc-5-bromoindole can undergo Sonogashira coupling reaction with N,N-diisopropylprop-2-ynylamine to afford the corresponding propargylic diisopropylamine. N-Boc-5-bromoindole is formed as an intermediate during the synthesis of 2-(5-substituted-1H-indol-3-yl)-N-hydroxyacetamide derivatives.
[References]

[1] Christoffer Bengtsson, et al. Rapid Construction of a Chloromethyl-Substituted Duocarmycin-like Prodrug. Molecules. 2023 Jun 16;28(12):4818. DOI:10.3390/molecules28124818
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