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tert-Butyl 5-bromoindole-1-carboxylate

tert-Butyl 5-bromoindole-1-carboxylate Structure
tert-Butyl 5-bromoindole-1-carboxylate structure
CAS No.
182344-70-3
Chemical Name:
tert-Butyl 5-bromoindole-1-carboxylate
Synonyms
TERT-BUTYL 5-BROMO-1H-INDOLE-1-CARBOXYLATE;N-Boc-5-bromoindole;1-BOC-5-bromoindole;1-Boc-5-bromo-1H-indole;N-Boc-5-bromoindole 13C6;13C6]-N-Boc-5-Bromoindole;N-Boc-5-bromoindole;5-Bromo-1-tert-butoxycarbonylindole;5-Bromo-1-(t-Butoxycarbonyl)-1H-indole;tert-Butyl 5-bromoindole-1-carboxylate
CBNumber:
CB0296289
Molecular Formula:
C13H14BrNO2
Molecular Weight:
296.16
MDL Number:
MFCD02090067
MOL File:
182344-70-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:48:06
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tert-Butyl 5-bromoindole-1-carboxylate Properties

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
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HS Code  2933998090
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

tert-Butyl 5-bromoindole-1-carboxylate price More Price(63)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 557749 N-Boc-5-bromoindole 97% 182344-70-3 5G $199 2026-04-30 Buy
Sigma-Aldrich 557749 N-Boc-5-bromoindole 97% 182344-70-3 25g $639 2026-04-30 Buy
TCI Chemical B6358 tert-Butyl 5-Bromo-1H-indole-1-carboxylate 182344-70-3 5G $70 2026-04-30 Buy
TCI Chemical B6358 tert-Butyl 5-Bromo-1H-indole-1-carboxylate 182344-70-3 25G $243 2026-04-30 Buy
Biosynth HHA34470 N-Boc-5-bromoindole 182344-70-3 50g $590 2026-06-04 Buy
Product number Packaging Price Buy
557749 5G $199 Buy
557749 25g $639 Buy
B6358 5G $70 Buy
B6358 25G $243 Buy
HHA34470 50g $590 Buy

tert-Butyl 5-bromoindole-1-carboxylate Chemical Properties, Uses, 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

5-Bromoindole

10075-50-0

Di-tert-butyl dicarbonate

24424-99-5

TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE

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

6-Bromo-1H-indole 5-Bromoindole Di-tert-butyl dicarbonate

Preparation Products

5-Bromo-1-(tert-butoxycarbonyl)-1H-indol-2-ylboronic acid 1-Boc-5-cyanoindole

tert-Butyl 5-bromoindole-1-carboxylate Suppliers

Global Suppliers ( 112)
Supplier Tel Email Country ProdList Advantage
Shandong Libixi Biopharmaceutical Technology Co., Ltd. 15318973357; 15318973357 1460285141@qq.com China 9642 58
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 025-66113011 13913916777 cfzhang@aikonchem.com China 19902 55
9ding chemical ( Shanghai) Limited 4009209199 sales@9dingchem.com China 18201 56
AstaTech (Chengdu) Pharma. Co., Ltd. 15928766785 15928766785 wupengcheng@astatech.cn China 1997 55
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
Beijing FYF Chemicals Co., Ltd 010-57903446 15869909019 168931144@qq.com China 2876 58
Supplier Advantage
Shandong Libixi Biopharmaceutical Technology Co., Ltd. 58
Energy Chemical 61
Capot Chemical Co., Ltd 66
Adamas Reagent, Ltd. 59
Shanghai Hanhong Scientific Co.,Ltd. 64
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 55
9ding chemical ( Shanghai) Limited 56
AstaTech (Chengdu) Pharma. Co., Ltd. 55
Bide Pharmatech Ltd. 60
Beijing FYF Chemicals Co., Ltd 58

View Latest Price from tert-Butyl 5-bromoindole-1-carboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
tert-Butyl5-bromo-1H-indole-1-carboxylate pictures 2026-04-20 tert-Butyl5-bromo-1H-indole-1-carboxylate
182344-70-3
 $29.00 98.45% 10g TargetMol Chemicals Inc.
TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE pictures 2020-01-10 TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE
182344-70-3
 $1.00 1KG 99% 200kg Career Henan Chemical Co

tert-Butyl 5-bromoindole-1-carboxylate Spectrum

TERT-BUTYL 5-BROMOINDOLE-1-CARBOXYLATE(182344-70-3)1HNMR

182344-70-3 (tert-Butyl 5-bromoindole-1-carboxylate) Related Search:

tert-Butyl 4-cyanophenylcarbamate tert-Butyl 5-bromo-1H-indazole-1-carboxylate tert-butyl 4-broMo-5,6-dihydropyridine-1(2H)-carboxylate tert-Butyl benzyl(4-bromophenyl)carbamate tert-Butyl 4-iodopyrazole-1-carboxylate
tert-Butyl N-(4-bromophenyl)-carbamate tert-Butyl 5-bromopyridine-2-carboxylate 98 tert-Butyl 5-bromoindole-1-carboxylate 5-Bromo-3-iodoindole-1-carboxylic acid tert-butyl ester 5-Bromo-1-(tert-butoxycarbonyl)-1H-indol-2-ylboronic acid
N-Boc-3-formyl-5-indoleboronic acid pinacol ester 5-Bromo-1H-t-butoxycarbonyl-indole-3-carboxylic acid 1-(tert-Butyl) 2-ethyl 5-bromo-1H-indole-1,2-dicarboxylate 1-tert-Butoxycarbonylindole-5-boronic acid, pinacol ester 5-Bromo-3-formylindole-1-carboxylic acid tert-butyl ester
3,5-Dibromoindole-1-carboxylic acid tert-butyl ester 5-Bromo-3-hydroxymethylindole-1-carboxylic acid tert-butyl ester N-Boc-5-bromotryptophol

1of4

5-BROMO-1-(TERT-BUTOXYCARBONYL)-1H-INDOLE 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 13C6]-N-Boc-5-Bromoindole N-Boc-5-bromoindole TERT-BUTYL 5-BROMO-1H-INDOLE-1-CARBOXYLATE tert-Butyl 5-bromoindole-1-carboxylate 182344-70-3 Building Blocks Halogenated Heterocycles Heterocyclic Building Blocks Indoles Halides Pyrroles & Indoles Indole Pyrroles & Indoles