7-Bromoisoquinolin-1-ol

Base Information

• Chemical Name: 7-Bromoisoquinolin-1-ol
• CAS No.: 223671-15-6
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• Hs Code.: 2933499090
• European Community (EC) Number: 681-823-8
• DSSTox Substance ID: DTXSID70460915
• Nikkaji Number: J2.506.011C
• Wikidata: Q72445934
• Mol file: 223671-15-6.mol

Synonyms:7-bromoisoquinolin-1-ol;223671-15-6;7-BROMO-1-HYDROXYISOQUINOLINE;7-bromo-2H-isoquinolin-1-one;7-bromoisoquinolin-1(2H)-one;MFCD02093963;1(2H)-ISOQUINOLINONE, 7-BROMO-;1(2H)-Isoquinolinone,7-bromo-;7-BROMO-1,2-DIHYDROISOQUINOLIN-1-ONE;7-bromoisoquinolone;7-bromoisoquinolinone;7-Bromo-1-isoquinolinol;SCHEMBL582930;7-bromo-1-(2H)-isoquinolone;7-bromo-2H-isoquinoline-1-one;7-bromoisoquinolin-1 (2H)-one;DTXSID70460915;DSOKREQUHLPVFR-UHFFFAOYSA-N;BCP10989;GEO-00470;MFCD01861851;7-bromo-1-hydroxyisoquinoline, 95%;AKOS005206923;AKOS015919358;CS-W002844;AC-29653;BL001896;BP-11869;DS-10887;SY027441;7-bromo-1-hydroxyisoquinoline, AldrichCPR;AM20050969;FT-0621362;EN300-177703;A816160;W-206754;7-Bromoisoquinolin-1-ol;F8885-1667;Z1269114223

Chemical Property of 7-Bromoisoquinolin-1-ol

Chemical Property:

• Vapor Pressure: 1.63E-07mmHg at 25°C
• Melting Point: 248-250 °C
• Refractive Index: 1.63
• Boiling Point: 427.5 °C at 760 mmHg
• PKA: 12.34±0.20(Predicted)
• Flash Point: 212.4 °C
• PSA: 32.86000
• Density: 1.62 g/cm³
• LogP: 2.29060
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Bromoisoquinolin-1(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CNC2=O)Br
• Uses: 7-Bromo-1-hydroxyisoquinoline acts as a pharmaceutical intermediate. It is also used to prepare 1-amino-4-bromoisoquinoline.

Technology Process of 7-Bromoisoquinolin-1-ol

There total 12 articles about 7-Bromoisoquinolin-1-ol 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: 86.0%

7-bromo-1-chloroisoquinoline (215453-51-3) → 7-bromo-1(2H)-isoquinolone (223671-15-6)

Guidance literature:

With hydrogenchloride; In water; at 180 ℃; for 0.666667h; Microwave irradiation;

DOI:10.1039/c8cc04907f

Reference yield: 58.0%

(E)-3-(4-bromophenyl)acryloyl azide → 7-bromo-1(2H)-isoquinolone (223671-15-6)

Guidance literature:

With tributyl-amine; In diphenylether; toluene; at 200 ℃;

DOI:10.1021/jacs.5b05672

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (3-bromophenyl)formamido 2,2-dimethylpropanoate (1427180-45-7) → 5-bromo-1,2-dihydroisoquinolin-1-one (190777-77-6) + 7-bromo-1(2H)-isoquinolone (223671-15-6)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; In methanol; at 45 ℃; for 16h; Overall yield = 95 %; Overall yield = 215 mg; Inert atmosphere;

DOI:10.1021/ol502095z

upstream raw materials:

trans-4-bromocinnamic acid

4-bromocinnamoyl chloride

7-bromoisoquinoline

vinyl acetate

Downstream raw materials:

7-bromoisoquinolin-1-amine

methyl 1-oxo-2H-isoquinoline-7-carboxylate

7-bromo-2-phenethyl-isoquinolin-1-one

1-oxo-2H-isoquinoline-7-carboxylic acid

Refernces

• 1、 Krishnamurti, Vinayak,Munoz, Socrates B.,Ispizua-Rodriguez, Xanath,Vickerman, Jeffrey,Mathew, Thomas,Surya Prakash. "C(sp2)-H Trifluoromethylation of enamides using TMSCF3: Access to trifluoromethylated isoindolinones, isoquinolinones, 2-pyridinones and other heterocycles". supporting information. p. 10574 - 10577. Retrieved 2018/09/27.
• 2、 Terai, Takuya,Kohno, Moe,Boncompain, Gaelle,Sugiyama, Shigeru,Saito, Nae,Fujikake, Ryo,Ueno, Tasuku,Komatsu, Toru,Hanaoka, Kenjiro,Okabe, Takayoshi,Urano, Yasuteru,Perez, Franck,Nagano, Tetsuo. "Artificial Ligands of Streptavidin (ALiS): Discovery, Characterization, and Application for Reversible Control of Intracellular Protein Transport". supporting information. p. 10464 - 10467. Retrieved 2015/09/28.