5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE
- Product Name
- 5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE
- CAS No.
- 919346-89-7
- Chemical Name
- 5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE
- Synonyms
- 5-bromoisoindoline HCl salt;5-Bromo-isoindoline hydrochloride;5-Bromo-2,3-dihydro-1H-isoindole HCl;Ethanol,2-[2-(4-piperazinyl)ethoxy]-;5-Bromoisoindoline hydrochloride 97%;5-BroMoisoindoline hydrochloride (1:1);5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE;5-Bromo-2,3-dihydro-1H-Isoindole HydrochlorideY;1H-Isoindole, 5-bromo-2,3-dihydro-, hydrochloride;5-bromo-2,3-dihydro-1H-Isoindole hydrochloride (1:1)
- CBNumber
- CB52457959
- Molecular Formula
- C8H9BrClN
- Formula Weight
- 234.52
- MOL File
- 919346-89-7.mol
5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE Property
- Melting point:
- >246oC (dec.)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Pale Red
- InChI
- InChI=1S/C8H8BrN.ClH/c9-8-2-1-6-4-10-5-7(6)3-8;/h1-3,10H,4-5H2;1H
- InChIKey
- GDMXNYRWVLBUDZ-UHFFFAOYSA-N
- SMILES
- BrC1=CC=C2CNCC2=C1.Cl
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- B678895
- Product name
- 5-BromoisoindolineHydrochloride
- Packaging
- 5g
- Price
- $375
- Updated
- 2021/12/16
- Product number
- B678895
- Product name
- 5-BromoisoindolineHydrochloride
- Packaging
- 10g
- Price
- $625
- Updated
- 2021/12/16
- Product number
- FB143828
- Product name
- 5-Bromoisoindoline hydrochloride
- Packaging
- 250mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- FB143828
- Product name
- 5-Bromoisoindoline hydrochloride
- Packaging
- 500mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- FB143828
- Product name
- 5-Bromoisoindoline hydrochloride
- Packaging
- 1g
- Price
- $205
- Updated
- 2021/12/16
5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE Chemical Properties,Usage,Production
Uses
5-Bromoisoindoline Hydrochloride acts as a reagent in the preparation of cyanopyrrolidines as DUB inhibitors for the treatment of cancer, preparation of oxazolidinone containing fused ring as antibiotics, preparation of novel indolecarboxamides as IKK2 inhibitors. Also a derivative salt of 5-Bromoisoindoline Hydrochloride (B683270), which is an intermediate used in the synthesis of 2,3-dihydro-1H-isoindoles with high affinity and selectivity for dopamine D3 receptor.
Synthesis
6941-75-9
24424-99-5
64990-51-8
919346-89-7
127168-84-7
In a dry 500 mL three-necked round-bottomed flask equipped with a reflux condenser and a charging funnel, BH3-THF solution (160 mL) and anhydrous THF (50 mL) were added. The mixture was cooled to 0 °C. A solution of anhydrous THF (100 mL) of 5-bromo-1H-isoindole-1,3(2H)-dione (8.0 g, 35.4 mmol) was slowly added dropwise to the cooled mixture, followed by allowing the reaction system to slowly warm up to room temperature. After 10 minutes of reaction, the mixture was heated to reflux for 16 hours. Upon completion of the reaction, the mixture was cooled to 0°C and the reaction was quenched by careful addition of methanol (note: violent foaming may occur). Next, 20-30 mL of 2N HCl was added and the mixture was refluxed for 1 hour. After cooling, the reaction mixture was alkalized with NaOH solution and subsequently extracted with ethyl acetate. The organic phases were combined, washed sequentially with water and saturated NaCl solution, dried with Na2SO4 and concentrated under reduced pressure. The crude product was dissolved in MeOH (150 mL), Et3N (12 mL) and di-tert-butyl dicarbonate (13.8 g, 63.23 mmol) were added, and stirred at room temperature for 16 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was diluted with CH2Cl2 (200 mL), washed sequentially with water and saturated NaCl solution, and dried with Na2SO4. The crude product was purified by column chromatography using a hexane solution of 20% ethyl acetate as eluent to give a colorless solid. The solid was dissolved in dioxane, HCl was added and stirred at room temperature for 10 min, the resulting solid was filtered and dried to give 5-bromoisodihydroindole hydrochloride (3.0 g, 42.8%) as a gray solid.
References
[1] Patent: US2009/143372, 2009, A1
5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE Preparation Products And Raw materials
Raw materials
Preparation Products
5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE Suppliers
- Tel
- 020-39071117 18030085485
- Fax
- 020-39071119
- 2797782741@qq.com
- Country
- China
- ProdList
- 291
- Advantage
- 55
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- 0535-6385396
- Fax
- +86 (535) 638-9971
- info@carbottpharm.com
- Country
- China
- ProdList
- 957
- Advantage
- 56
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- Country
- China
- ProdList
- 18207
- Advantage
- 66
- Tel
- 0573-85285100 18627885956
- Fax
- 0573-85285100
- isenchem@163.com
- Country
- China
- ProdList
- 9310
- Advantage
- 66
- Tel
- 021-50795510 4000665055
- Fax
- 021-50795055
- sales@accelachem.com
- Country
- China
- ProdList
- 11035
- Advantage
- 64
- Tel
- 021-58099652-8005 13585536065
- Fax
- 021-58099609
- bin.wu@shlschem.com
- Country
- China
- ProdList
- 9883
- Advantage
- 59
- Tel
- 025-83697070
- Fax
- +86-25-83453306
- info@chemlin.com.cn
- Country
- China
- ProdList
- 15883
- Advantage
- 64
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
View Lastest Price from 5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE manufacturers
- Product
- 5-Bromoisoindoline hydrochloride 919346-89-7
- Price
- US $1.60-6.60/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-19
- Product
- 5-BROMO-2,3-DIHYDRO-1H-ISOINDOLE HYDROCHLORIDE 919346-89-7
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2020-01-03