7-Bromoisoquinoline

Base Information

• Chemical Name: 7-Bromoisoquinoline
• CAS No.: 58794-09-5
• Molecular Formula: C9H6BrN
• Molecular Weight: 208.057
• Hs Code.: 2933499090
• European Community (EC) Number: 676-321-0
• DSSTox Substance ID: DTXSID80482729
• Wikidata: Q72445905
• Mol file: 58794-09-5.mol

Synonyms:7-Bromoisoquinoline;58794-09-5;7-Bromo-isoquinoline;MFCD07368661;ISOQUINOLINE, 7-BROMO-;Vindesinesulfate;7-Bromoisoquinoline, 97%;SCHEMBL692484;DTXSID80482729;KABRXLINDSPGDF-UHFFFAOYSA-N;BCP26284;AKOS005255699;CS-W019889;FS-2227;PB34202;HY-69055;PD020360;SY014834;A8302;AM20061352;B5071;BB 0261827;FT-0600080;EN300-104671;W-203208

Chemical Property of 7-Bromoisoquinoline

Chemical Property:

• Melting Point: 69.0 to 73.0 °C
• Boiling Point: 312.345 °C at 760 mmHg
• PKA: 4.62±0.10(Predicted)
• Flash Point: 142.701 °C
• PSA: 12.89000
• Density: 1.565 g/cm³
• LogP: 2.99730
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 206.96836
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

7-Bromoisoquinoline >96.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CN=C2)Br
• Description: 7-Bromoisoquinoline is a synthetic intermediate useful for pharmaceutical synthesis.

Technology Process of 7-Bromoisoquinoline

There total 4 articles about 7-Bromoisoquinoline 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:

m-bromobenzoic aldehyde (3132-99-8) + 2,2-dimethoxyethylamine (22483-09-6) → 7-bromoisoquinoline (58794-09-5) + 8-bromo-isoquinoline (63927-22-0)

Guidance literature:

m-bromobenzoic aldehyde; 2,2-dimethoxyethylamine; In toluene; at 120 ℃;

With sulfuric acid; phosphorus pentoxide; Further stages.;

DOI:10.1016/j.bmcl.2007.08.054

Reference yield:

m-bromobenzalaminoacetal (497863-61-3) → 5-bromoisoquinoline (34784-04-8) + 7-bromoisoquinoline (58794-09-5)

Guidance literature:

With phosphorus pentoxide; sulfuric acid; at 160 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja902601e

Reference yield:

m-bromobenzoic aldehyde (3132-99-8) + 2,2-dimethoxyethylamine (22483-09-6) → 5-bromoisoquinoline (34784-04-8) + 7-bromoisoquinoline (58794-09-5)

Guidance literature:

m-bromobenzoic aldehyde; 2,2-dimethoxyethylamine; In toluene; at 20 - 100 ℃;

With phosphorus pentoxide; sulfuric acid; In toluene; at 0 - 160 ℃; for 0.5h;

upstream raw materials:

sulfuric acid

(3-bromo-benzylidenamino)-acetaldehyde diethylacetal

m-bromobenzoic aldehyde

2,2-dimethoxyethylamine

Downstream raw materials:

7-bromo-1(2H)-isoquinolone

7-Iodoisoquinoline

7-bromo-isoquinoline-5-sulfonyl chloride

isoquinolin-5-ylmethanol

Refernces

• 1、 -. "ANGIOGENESIS INHIBITORS". Page/Page column 68. . Retrieved 2010/11/05.
• 2、 Jiang, Rong,Duckett, Derek,Chen, Weiming,Habel, Jeff,Ling, Yuan Yuan,LoGrasso, Philip,Kamenecka, Theodore M.. "3,5-Disubstituted quinolines as novel c-Jun N-terminal kinase inhibitors". . p. 6378 - 6382. Retrieved 2008/09/16.