6-bromo-2-(4-methylphenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Base Information

• Chemical Name: 6-bromo-2-(4-methylphenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine
• CAS No.: 102830-66-0
• Molecular Formula: C15H14 Br N O
• Molecular Weight: 304.1818
• Mol file: 102830-66-0.mol

Synonyms:

Chemical Property of 6-bromo-2-(4-methylphenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Chemical Property:

• Vapor Pressure: 8.83E-07mmHg at 25°C
• Boiling Point: 417°C at 760 mmHg
• Flash Point: 206°C
• Density: 1.4g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-bromo-2-(4-methylphenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine

There total 8 articles about 6-bromo-2-(4-methylphenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine 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: 37.0%

6-Bromo-2-(4-methylphenyl)-2H-pyrano<2,3-b>pyridine (102830-89-7) → 6-Bromo-3,4-dihydro-2-(4-methylphenyl)-2H-pyrano<2,3-b>pyridine (102830-66-0)

Guidance literature:

With hydrogen; W-2 Raney nickel; In tetrahydrofuran; ethanol;

Reference yield:

2-methoxypyridine (1628-89-3) → 6-Bromo-3,4-dihydro-2-(4-methylphenyl)-2H-pyrano<2,3-b>pyridine (102830-66-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 71 percent / anhydrous sodium acetate, Br₂ / acetic acid / 1.) 80 deg C, 6 h, 2.) 25 deg C, 16 h;

2: 1.) n-butyllithium / 1.) ether, hexane, -70 deg C, 10 min, 2.) -55 to -70 deg C, 15 min;

3: 72 percent / aq. KOH / methanol; tetrahydrofuran / exothermic reaction

4: NaBH₄ / ethanol; tetrahydrofuran

5: aq. 48percent HBr / acetic acid / Heating

6: 37 percent / H₂ / W-2 Raney Nickel / ethanol; tetrahydrofuran

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; hydrogen bromide; hydrogen; bromine; sodium acetate; W-2 Raney nickel; In tetrahydrofuran; methanol; ethanol; acetic acid;

Reference yield:

3,5-dibromo-2-methoxypyridine (13472-60-1) → 6-Bromo-3,4-dihydro-2-(4-methylphenyl)-2H-pyrano<2,3-b>pyridine (102830-66-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) n-butyllithium / 1.) ether, hexane, -70 deg C, 10 min, 2.) -55 to -70 deg C, 15 min;

2: 72 percent / aq. KOH / methanol; tetrahydrofuran / exothermic reaction

3: NaBH₄ / ethanol; tetrahydrofuran

4: aq. 48percent HBr / acetic acid / Heating

5: 37 percent / H₂ / W-2 Raney Nickel / ethanol; tetrahydrofuran

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; hydrogen bromide; hydrogen; W-2 Raney nickel; In tetrahydrofuran; methanol; ethanol; acetic acid;

upstream raw materials:

6-Bromo-2-(4-methylphenyl)-2H-pyrano<2,3-b>pyridine

2-methoxypyridine

3,5-dibromo-2-methoxypyridine

5-bromo-2-methoxypyridine-3-carboxaldehyde