ChemicalBook > CAS DataBase List > 4-Bromoindoline

4-Bromoindoline

Product Name
4-Bromoindoline
CAS No.
86626-38-2
Chemical Name
4-Bromoindoline
Synonyms
4-bromoindoline;4-BROMO-2,3-DIHYDRO-1H-INDOLE;4-bromoindoline hydrochloride;1H-Indole,4-broMo-2,3-dihydro-;4-Bromo-2,3-dihydro-1H-indoline;4-BroMo-2,3-dihydro-1H-indole 1HCl salt;4-BROMO-2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE;4-Bromoindoline 4-Bromo-2,3-dihydro-1H-indole in stock Factory
CBNumber
CB8424369
Molecular Formula
C8H8BrN
Formula Weight
198.06
MOL File
86626-38-2.mol
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4-Bromoindoline Property

Boiling point:
278.8±29.0 °C(Predicted)
Density 
1.514±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
pka
4.20±0.20(Predicted)
form 
liquid
color 
Brown to reddish brown
InChI
InChI=1S/C8H8BrN/c9-7-2-1-3-8-6(7)4-5-10-8/h1-3,10H,4-5H2
InChIKey
YCJCSDSXVHEBRU-UHFFFAOYSA-N
SMILES
N1C2=C(C(Br)=CC=C2)CC1
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Safety

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

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

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

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N-Bromosuccinimide Price

TRC
Product number
B693523
Product name
4-Bromoindoline
Packaging
250mg
Price
$70
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB52023
Product name
4-Bromo-2,3-dihydro-1H-indole
Packaging
250mg
Price
$85
Updated
2021/12/16
AK Scientific
Product number
W8895
Product name
4-Bromoindoline
Packaging
250mg
Price
$91
Updated
2021/12/16
AK Scientific
Product number
W8895
Product name
4-Bromoindoline
Packaging
1g
Price
$107
Updated
2021/12/16
Apolloscientific
Product number
OR910522
Product name
4-Bromoindoline
Purity
97%
Packaging
1g
Price
$130
Updated
2021/12/16
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4-Bromoindoline Chemical Properties,Usage,Production

Chemical Properties

Pale-yellow to Yellow to Brown Liquid

Uses

4-Bromoindoline is a simple active pharmaceutical building block that can be used as a basic skeleton for the preparation of the migraine drug Sumatriptan.

Synthesis

52488-36-5

86626-38-2

Step 1. 4-Bromoindole (5.00 mL, 39.9 mmol) was dissolved in a solvent mixture of acetic acid (5.00 mL, 87.9 mmol) and methanol (25.0 mL, 617 mmol) and the reaction system was cooled to 0°C. Sodium cyanoborohydride (7.52 g, 0.120 mol) was slowly added under stirring, followed by a slow warming of the reaction mixture to room temperature over 1 hour. After completion of the reaction, the mixture was concentrated and neutralized with saturated aqueous sodium bicarbonate solution. Extraction was carried out using ether and ethyl acetate, the organic phases were combined and washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to give 4.11 g (52% yield) of 4-bromo-2,3-dihydro-1H-indole.

References

[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2462 - 2471
[2] Patent: US2007/265258, 2007, A1. Location in patent: Page/Page column 24
[3] Patent: WO2007/100880, 2007, A1. Location in patent: Page/Page column 81
[4] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 166 - 178
[5] Organic Letters, 2013, vol. 15, # 22, p. 5662 - 5665

4-Bromoindoline Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Bromoindoline manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
4-Bromoindoline 86626-38-2
Price
US $3.00-9.00/KG
Min. Order
0.1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-25
Chemwill Asia Co.,Ltd.
Product
4-Bromoindoline 4-Bromo-2,3-dihydro-1H-indole in stock Factory 86626-38-2
Price
US $1.00/KG
Min. Order
1KG
Purity
TOP 3 Factory in China
Supply Ability
Top 3 production capacity Factory
Release date
2019-04-03
Career Henan Chemical Co
Product
4-BROMO-2,3-DIHYDRO-1H-INDOLE 86626-38-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000KGS
Release date
2020-01-02