Isoquinolin-7-YL trifluoromethanesulfonate

Base Information

• Chemical Name: Isoquinolin-7-YL trifluoromethanesulfonate
• CAS No.: 135361-30-7
• Molecular Formula: C10H6F3NO3S
• Molecular Weight: 277.224
• DSSTox Substance ID: DTXSID00569521
• Wikidata: Q82456680
• Mol file: 135361-30-7.mol

Synonyms:ISOQUINOLIN-7-YL TRIFLUOROMETHANESULFONATE;135361-30-7;7-Isoquinolyl trifluoromethylsulfonate;SCHEMBL1401395;DTXSID00569521;AKOS016011967;MB09706;7-(trifluoromethanesulfonyloxy)isoquinoline;CS-0217421;ISOQUINOLIN-7-YLTRIFLUOROMETHANESULFONATE;EN300-7432041;10.14272/PIWPQQGMFPDEON-UHFFFAOYSA-N.1;doi:10.14272/PIWPQQGMFPDEON-UHFFFAOYSA-N.1;Trifluoro-methanesulfonic acid isoquinolin-7-yl ester;trifluoromethanesulfonic acid isoquinolin-7-yl ester-

Chemical Property of Isoquinolin-7-YL trifluoromethanesulfonate

Chemical Property:

• Boiling Point: 368.6±42.0 °C(Predicted)
• PKA: 4.01±0.10(Predicted)
• PSA: 64.64000
• Density: 1.555±0.06 g/cm3(Predicted)
• LogP: 3.54400
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 277.00204871
• Heavy Atom Count: 18
• Complexity: 390

Purity/Quality:

98.5% ^*data from raw suppliers

isoquinolin-7-yltrifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CN=C2)OS(=O)(=O)C(F)(F)F

Technology Process of Isoquinolin-7-YL trifluoromethanesulfonate

There total 4 articles about Isoquinolin-7-YL trifluoromethanesulfonate 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: 77.0%

isoquinolin-7-ol (7651-83-4) + phenyl trifluoromethanesulfonamide (456-64-4) → 7-[(trifluoromethyl)sulfonyl]oxyisoquinoline (135361-30-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; for 18h; Ambient temperature;

DOI:10.1021/jm00086a004

Reference yield: 68.0%

isoquinolin-7-ol (7651-83-4) + trifluoromethylsulfonic anhydride (358-23-6) → 7-[(trifluoromethyl)sulfonyl]oxyisoquinoline (135361-30-7)

Guidance literature:

With pyridine; In ethyl acetate; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja206138d

Reference yield:

3-Benzyloxybenzaldehyde (1700-37-4) → 7-[(trifluoromethyl)sulfonyl]oxyisoquinoline (135361-30-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / Inert atmosphere; Reflux

1.2: 120 h / 0 °C / Inert atmosphere

2.1: pyridine / ethyl acetate / 0 - 20 °C / Inert atmosphere

With pyridine; In ethyl acetate; toluene;

DOI:10.1021/ja206138d

upstream raw materials:

isoquinolin-7-ol

phenyl trifluoromethanesulfonamide

trifluoromethylsulfonic anhydride

3-Benzyloxybenzaldehyde

Downstream raw materials:

3-isoquinolin-7-yl-4-methylaniline

Refernces

• 1、 Nilson, Mark G.,Funk, Raymond L.. "Total synthesis of (±)-cortistatin J from furan". . p. 12451 - 12453. Retrieved 2011.
• 2、 -. "USE OF TRIFLUOROMETHYL SUBSTITUTED BENZAMIDES IN THE TREATMENT OF NEUROLOGICAL DISORDERS". Page/Page column 35. . Retrieved 2008/06/13.