7-BROMO-2,3-DIHYDROPYRANO[2,3-B]QUINOLINE

Base Information

• Chemical Name: 7-BROMO-2,3-DIHYDROPYRANO[2,3-B]QUINOLINE
• CAS No.: 612494-86-7
• Molecular Formula: C12H10BrNO
• Molecular Weight: 264.11800
• Hs Code.: 2934999090
• Mol file: 612494-86-7.mol

Synonyms:7-Bromo-2,3-dihydropyrano[2,3-b]quinoline;2H-Pyrano[2,3-b]quinoline, 7-bromo-3,4-dihydro-;7-bromo-2H,3H,4H-pyrano[2,3-b]quinoline;

Chemical Property of 7-BROMO-2,3-DIHYDROPYRANO[2,3-B]QUINOLINE

Chemical Property:

• Vapor Pressure: 3.98E-06mmHg at 25°C
• Melting Point: 129 °C
• Boiling Point: 396.2oC at 760 mmHg
• PKA: 2.79±0.20(Predicted)
• Flash Point: 193.4oC
• PSA: 22.12000
• Density: 1.546g/cm3
• LogP: 3.32230
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

7-Bromo-3,4,10,10a-tetrahydro-2H-pyrano[2,3-b]quinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-Bromo-3,4,10,10a-tetrahydro-2H-pyrano[2,3-b]quinoline is a reagent that is used in the preparation of competitive antagonists for the metabotropic glutamate receptor mGluR1.

Technology Process of 7-BROMO-2,3-DIHYDROPYRANO[2,3-B]QUINOLINE

There total 2 articles about 7-BROMO-2,3-DIHYDROPYRANO[2,3-B]QUINOLINE 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: 28.0%

6-bromo-2-chloro-3-(3-chloropropyl)quinoline (612494-85-6) → 7-bromo-3,4-dihydro-2H-pyrano[2,3-b]quinoline (612494-86-7) + 6-bromo-3-(3-chloro-propyl)-1H-quinolin-2-one

Guidance literature:

With hydrogenchloride; for 10h; Heating;

DOI:10.1021/jm049499o

Reference yield:

N-(4-Bromophenyl)-5-chloropentanamide (27471-42-7) → 7-bromo-3,4-dihydro-2H-pyrano[2,3-b]quinoline (612494-86-7)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / 6 h / 75 °C

2: 28 percent / aq. HCl / 10 h / Heating

With hydrogenchloride; trichlorophosphate; 1: Vilsmeier-Haack reaction;

DOI:10.1021/jm049499o

Reference yield: 38.0%

7-bromo-3,4-dihydro-2H-pyrano[2,3-b]quinoline (612494-86-7) + N-methoxy-N-methyl-3-phenylpropionamide (170646-96-5) → 1-(3,4-dihydro-2H-1-oxa-9-aza-anthracen-6-yl)-3-phenyl-propan-1-one

Guidance literature:

7-bromo-3,4-dihydro-2H-pyrano[2,3-b]quinoline; With n-butyllithium; In tetrahydrofuran; hexane; at -70 - -20 ℃;

N-methoxy-N-methyl-3-phenylpropionamide; In tetrahydrofuran; hexane; at -70 ℃;

DOI:10.1021/jm049499o

upstream raw materials:

6-bromo-2-chloro-3-(3-chloropropyl)quinoline

N-(4-Bromophenyl)-5-chloropentanamide

Downstream raw materials:

JNJ-16259685

Refernces