TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE

Product Name: TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE
CAS No.: 182344-70-3
Chemical Name: TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE
Synonyms: N-Boc-5-bromoindole;1-BOC-5-bromoindole;1-Boc-5-bromo-1H-indole;N-Boc-5-bromoindole 13C6;N-Boc-5-bromoindole;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
CBNumber: CB0296289
Molecular Formula: C13H14BrNO2
Formula Weight: 296.16
MOL File: 182344-70-3.mol

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TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE Property

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
InChI: InChI=1S/C13H14BrNO2/c1-13(2,3)17-12(16)15-7-6-9-8-10(14)4-5-11(9)15/h4-8H,1-3H3
InChIKey: PBWDRTGTQIXVBR-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)C2=C(C=C(Br)C=C2)C=C1

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 557749
Product name: N-Boc-5-bromoindole
Purity: 97%
Packaging: 5G
Price: $187
Updated: 2025/07/31

Sigma-Aldrich

Product number: 557749
Product name: N-Boc-5-bromoindole
Purity: 97%
Packaging: 25g
Price: $420
Updated: 2025/07/31

TCI Chemical

Product number: B6358
Product name: tert-Butyl 5-Bromo-1H-indole-1-carboxylate
Packaging: 5G
Price: $103
Updated: 2025/07/31

TCI Chemical

Product number: B6358
Product name: tert-Butyl 5-Bromo-1H-indole-1-carboxylate
Packaging: 25G
Price: $308
Updated: 2025/07/31

TRC

Product number: B201128
Product name: 1-BOC-5-bromoindole
Packaging: 500mg
Price: $65
Updated: 2021/12/16

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TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE Chemical Properties,Usage,Production

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.

Synthesis

10075-50-0

24424-99-5

182344-70-3

5-Bromoindole (5.0 g, 25.5 mmol), di-tert-butyl dicarbonate (7.6 mL, 33.1 mmol) and 4-dimethylaminopyridine (0.15 g, 1.23 mmol) were dissolved in acetonitrile (50 mL) and the reaction was stirred for 3 h at room temperature. After completion of the reaction, aqueous citric acid was added to the reaction mixture and extracted with ethyl acetate. The organic phase was washed with aqueous sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give N-tert-butoxycarbonyl-5-bromoindole (7.8 g, 100% yield) as a light yellow oil.

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

TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE Suppliers

China 87 France 1 India 2 Switzerland 1 United Kingdom 3 United States 14 Global 108

Shandong Libixi Biopharmaceutical Technology Co., Ltd.

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View Lastest Price from TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE manufacturers

Career Henan Chemical Co

Product: TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE 182344-70-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kg
Release date: 2020-01-09

182344-70-3, TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATERelated Search:

TERT-BUTYL 4-CYANOPHENYLCARBAMATE tert-butyl 4-broMo-5,6-dihydropyridine-1(2H)-carboxylate TERT-BUTYL 5-BROMOPYRIDINE-2-CARBOXYLATE 98 tert-Butyl benzyl(4-bromophenyl)carbamate TERT-BUTYL 5-BROMO-1H-INDAZOLE-1-CARBOXYLATE tert-Butyl 4-iodopyrazole-1-carboxylate TERT-BUTYL N-(4-BROMOPHENYL)-CARBAMATE 5-Bromo-1-(tert-butoxycarbonyl)-1H-indol-2-ylboronic acid TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE 5-BROMO-3-IODOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 1-(TERT-BUTYL) 2-ETHYL 5-BROMO-1H-INDOLE-1,2-DICARBOXYLATE 5-BROMO-1H-T-BUTOXYCARBONYL-INDOLE-3-CARBOXYLIC ACID 5-BROMO-3-FORMYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER N-BOC-3-FORMYL-5-INDOLEBORONIC ACID PINACOL ESTER 1-TERT-BUTOXYCARBONYLINDOLE-5-BORONIC ACID, PINACOL ESTER 5-BROMO-3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 3,5-DIBROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER N-BOC-5-BROMOTRYPTOPHOL

5-BROMO-1-(TERT-BUTOXYCARBONYL)-1H-INDOLE

TERT-BUTYL 5-BROMO-1H-INDOLE-1-CARBOXYLATE

TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE

N-Boc-5-bromoindole

5-Bromo-1-(t-Butoxycarbonyl)-1H-indole

1-BOC-5-bromoindole

5-Bromo-1-tert-butoxycarbonylindole

5-bromo-1-indolecarboxylic acid tert-butyl ester

1-Boc-5-bromo-1H-indole

1H-Indole-1-carboxylic acid, 5-bromo-, 1,1-dimethylethyl ester

N-Boc-5-bromoindole 13C6

<i>N</i>-Boc-5-bromoindole

182344-70-3

Building Blocks

Halogenated Heterocycles

Heterocyclic Building Blocks

Indoles

Halides

Pyrroles & Indoles

Indole

Pyrroles & Indoles