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

Base Information

• Chemical Name: 5-Bromo-1,2,3,4-tetrahydroquinoline
• CAS No.: 114744-50-2
• Molecular Formula: C9H10BrN
• Molecular Weight: 212.089
• Hs Code.: 2933499090
• European Community (EC) Number: 874-942-3
• DSSTox Substance ID: DTXSID80551500
• Nikkaji Number: J3.554.122E
• Wikidata: Q72512797
• Mol file: 114744-50-2.mol

Synonyms:5-Bromo-1,2,3,4-tetrahydroquinoline;114744-50-2;Quinoline, 5-bromo-1,2,3,4-tetrahydro-;MFCD08544260;5-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE HYDROCHLORIDE;SCHEMBL8650202;DTXSID80551500;WTZQIKXLRRDMCP-UHFFFAOYSA-N;AMY35010;AKOS016003579;PB31290;DS-15913;SY097814;CS-0018846;EN300-813997;A894137

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

Chemical Property:

• Boiling Point: 299.676 °C at 760 mmHg
• PKA: 4.19±0.20(Predicted)
• Flash Point: 135.039 °C
• PSA: 12.03000
• Density: 1.428 g/cm³
• LogP: 3.74720
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3
• 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-tetrahydroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC=C2Br)NC1

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

There total 8 articles about 5-Bromo-1,2,3,4-tetrahydroquinoline 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: 87.0%

5-bromoquinoline (4964-71-0) → 5-bromo-1,2,3,4-tetrahydroquinoline (114744-50-2)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; hydrogen; tricyclohexylphosphine; In ethanol; at 20 ℃; for 10h; under 760.051 Torr;

Reference yield: 85.4%

→ 5-bromo-1,2,3,4-tetrahydroquinoline (114744-50-2)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; phenylsilane; In methanol; at 45 ℃; for 24h; Inert atmosphere; Sealed tube;

Reference yield: 77.0%

tert-butyl (3-(2-bromophenyl)propyl)(tosyloxy)carbamate → 5-bromo-1,2,3,4-tetrahydroquinoline (114744-50-2)

Guidance literature:

With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; trifluoroacetic acid; In 2,2,2-trifluoroethanol; at 0 - 20 ℃; for 22h; regioselective reaction;

DOI:10.1126/science.aaf8713

upstream raw materials:

4-bromo-1-indanone oxime

5-bromoquinoline

4-bromo-2,3-dihydroinden-1-one

methanol

Downstream raw materials:

1-(5-(8-((4-(morpholine-4-carbonyl)phenyl)amino)imidazo[1,2-a]pyrazin-6-yl)-3,4-dihydroquinolin-1(2H)-yl)ethanone