4-BROMO-ISOINDOLINE HCL

Base Information

• Chemical Name: 4-BROMO-ISOINDOLINE HCL
• CAS No.: 923590-95-8
• Molecular Formula: C8H9BrClN
• Molecular Weight: 234.523
• Hs Code.: 2933990090
• Mol file: 923590-95-8.mol

Synonyms:1H-isoindole, 4-bromo-2,3-dihydro-, hydrochloride (1:1);4-Bromoisoindoline hydrochloride (1:1);4-Bromoisoindoline HCl;4-Bromo-1H-isoindoline hydrochloride;ST51054116;

Chemical Property of 4-BROMO-ISOINDOLINE HCL

Chemical Property:

• Melting Point: 269-274°C
• PSA: 12.03000
• LogP: 3.31410
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4-Bromoisoindoline hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Bromoisoindoline Hydrochloride is used in preparation of of Isoindolines as HDAC inhibitors.

Technology Process of 4-BROMO-ISOINDOLINE HCL

There total 13 articles about 4-BROMO-ISOINDOLINE HCL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tert-butyl 4-bromo-2,3-dihydro-1H-isoindole-2-carboxylate (1035235-27-8) → 4-bromo-2,3-dihydro-1H-isoindole hydrochloride (923590-95-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield: 89.0%

carbonochloridic acid 1-chloro-ethyl ester (50893-53-3) + 4-bromo-N-benzylisoindoline pTSA salt (1170994-04-3) → 4-bromo-2,3-dihydro-1H-isoindole hydrochloride (923590-95-8)

Guidance literature:

4-bromo-N-benzylisoindoline pTSA salt; With sodium hydroxide; In chlorobenzene; for 0.25h;

carbonochloridic acid 1-chloro-ethyl ester; In chlorobenzene; at 90 - 95 ℃; for 16h;

With methanol; In chlorobenzene; at 60 - 65 ℃; for 4h;

DOI:10.1021/jo2011494

Reference yield: 60.0%

C8H6BrNO2 → 4-bromo-2,3-dihydro-1H-isoindole hydrochloride (923590-95-8)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; at 60 ℃; for 2h; Inert atmosphere;

upstream raw materials:

2-benzyl-4-bromoisoindoline hydrochloride

2-benzyl-4-bromoisoindoline

carbonochloridic acid 1-chloro-ethyl ester

4-bromo-N-benzylisoindoline pTSA salt

Downstream raw materials:

methyl (1R,21S,24S)-21-tert-butyl-16,16-dimethyl-3,19,22-trioxo-2,18-dioxa-4,20,23-triazatetracyclo[21.2.1.1(4,7).0(6,11)]heptacosa-6,8,10-triene-24-carboxylate

C₃₀H₄₃N₃O₇

1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

tert-butyl 4-bromo-2,3-dihydro-1H-isoindole-2-carboxylate

Refernces

• 1、 -. "Novel HCV virus NS3/4A inhibitor synthesizing intermediate and synthesis method". . . Retrieved 2019/05/08.
• 2、 Kong, Jongrock,Chen, Cheng-Yi,Balsells-Padros, Jaume,Cao, Yang,Dunn, Robert F.,Dolman, Sarah J.,Janey, Jacob,Li, Hongmei,Zacuto, Michael J.. "Synthesis of the HCV protease inhibitor Vaniprevir (MK-7009) using ring-closing metathesis strategy". experimental part. p. 3820 - 3828. Retrieved 2012/06/29.