4-Bromopyridin-2(1H)-One

Base Information

• Chemical Name: 4-Bromopyridin-2(1H)-One
• CAS No.: 947407-84-3
• Molecular Formula: C₅H₆BrNO
• Molecular Weight: 176.013
• Mol file: 947407-84-3.mol

Synonyms:4-bromo-5,6-dihydro-1H-pyridin-2-one

Chemical Property of 4-Bromopyridin-2(1H)-One

Chemical Property:

Purity/Quality:

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

4-Bromopyridin-2(1h)-One ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Bromopyridin-2(1H)-One

There total 2 articles about 4-Bromopyridin-2(1H)-One 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: 99.0%

4-bromo-1-tert-butyl-5,6-dihydro-1H-pyridin-2-one (947407-85-4) → 4-bromo-5,6-dihydro-1H-pyridin-2-one (947407-84-3)

Guidance literature:

With trifluoroacetic acid; for 3.5h; Heating;

DOI:10.1021/jo7027129

Reference yield:

1-tert-butyl-piperidine-2,4-dione (90608-67-6) → 4-bromo-5,6-dihydro-1H-pyridin-2-one (947407-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / oxalyl bromide; DMF / CH₂Cl₂ / 2 h / 0 - 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / Heating

With Oxalyl bromide; N,N-dimethyl-formamide; trifluoroacetic acid; In dichloromethane;

DOI:10.1055/s-2007-982553

Reference yield: 10.0%

4-bromo-5,6-dihydro-1H-pyridin-2-one (947407-84-3) + alpha-bromo-3,4-difluorotoluene (85118-01-0) → 4-bromo-1-(3,4-difluorobenzyl)-5,6-dihydropyridine-2(1H)-one (1261279-37-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1.25h; Cooling with ice;

upstream raw materials:

4-bromo-1-tert-butyl-5,6-dihydro-1H-pyridin-2-one

1-tert-butyl-piperidine-2,4-dione

Downstream raw materials:

4-bromo-1-(3,4-difluorobenzyl)-5,6-dihydropyridine-2(1H)-one

C₂₃H₂₁F₂N₃O₂

Refernces

• 1、 Albrecht, Dominik,Bach, Thorsten. "Synthesis of 4-substituted 1,5-dihydropyrrol-2-ones and 5,6-dihydro-1H-pyridin-2-ones by Negishi cross-coupling reactions: Short access to the antidepressant (±)-rolipram". . p. 1557 - 1560. Retrieved 2008/02/05.