5-Bromo-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 5-Bromo-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 81237-69-6
• Molecular Formula: C9H10BrN
• Molecular Weight: 212.089
• Hs Code.: 2933499090
• European Community (EC) Number: 810-733-5
• DSSTox Substance ID: DTXSID80510738
• Wikidata: Q72512722
• Mol file: 81237-69-6.mol

Synonyms:5-bromo-1,2,3,4-tetrahydroisoquinoline;81237-69-6;MFCD08544279;ISOQUINOLINE, 5-BROMO-1,2,3,4-TETRAHYDRO-;SCHEMBL1010522;AMY5078;DTXSID80510738;IZCCDTQAIOPIGY-UHFFFAOYSA-N;CS-D0886;AKOS005265045;FS-3398;PB22176;SY021156;5-Bromo-1,2,3,4-tetrahydro-isoquinoline;FT-0742282;EN300-61677;A26322;A1-00673;J-516772;3-(4-tert-Butylphenyl)-3-oxo-propionicacidethylester;Z368591556;5-Bromo-1 pound not2 pound not3 pound not4-tetrahydroisoquinoline

Chemical Property of 5-Bromo-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 294.331 °C at 760 mmHg
• PKA: 8.99±0.20(Predicted)
• Flash Point: 131.807 °C
• PSA: 12.03000
• Density: 1.428 g/cm³
• LogP: 3.22560
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 210.99966
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-1,2,3,4-tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-51

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=C1C(=CC=C2)Br
• Uses: 5-Bromo-1,2,3,4-tetrahydroisoquinoline is used to prepare Vaniprevir (MK-?7009)?, a macrocyclic hepatitis C Virus NS3?/4a protease inhibitor. 5-Bromo-1,2,3,4-tetrahydro-isoquinoline, HCl

Technology Process of 5-Bromo-1,2,3,4-tetrahydroisoquinoline

There total 8 articles about 5-Bromo-1,2,3,4-tetrahydroisoquinoline 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: 93.0%

5-bromoisoquinoline (34784-04-8) → 5-bromo-1,2,3,4-tetrahydro-isoquinoline (81237-69-6)

Guidance literature:

With hydrogen; In toluene; at 80 ℃; for 10h; under 15001.5 Torr; chemoselective reaction; Autoclave;

DOI:10.1021/ja3066978

Reference yield: 49.0%

1-(5-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoro-ethanone (215794-11-9) → 5-bromo-1,2,3,4-tetrahydro-isoquinoline (81237-69-6)

Guidance literature:

With methanol; sodium carbonate; at 60 ℃; for 1h;

Reference yield:

5-bromo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (215184-78-4) → 5-bromo-1,2,3,4-tetrahydro-isoquinoline (81237-69-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 25 ℃; for 1h;

upstream raw materials:

5-bromoisoquinoline

5-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

2-(2-bromophenyl)ethanamine

N-(2-bromophenethyl)-2,2,2-trifluoroacetamide

Downstream raw materials:

5-bromo-2-[3-(trifluoromethyl)benzyl]-1,2,3,4-tetrahydroisoquinoline

2,6-dichloro-4-(1,2,3,4-tetrahydroisoquinolin-5-yl)-N-(1,3,5-trimethyl-1H-pyrazol-4-yl)benzenesulfonamide

C₁₆H₁₄BrNO₄S