4-[[2,3,4,4a,5,6-Hexahydro-1H-pyrazino[1,2-a]quinolin]-3-yl]-1-(4-fluorophenyl)-1-butanone

Base Information

• Chemical Name: 4-[[2,3,4,4a,5,6-Hexahydro-1H-pyrazino[1,2-a]quinolin]-3-yl]-1-(4-fluorophenyl)-1-butanone
• CAS No.: 26049-76-3
• Molecular Formula: C₂₂H₂₅FN₂O
• Molecular Weight: 352.452
• Mol file: 26049-76-3.mol

Synonyms:Butyrophenone,4'-fluoro-4-(1,2,4,4a,5,6-hexahydro-3H-pyrazino[1,2-a]quinolin-3-yl)- (8CI);3H-Pyrazino[1,2-a]quinoline, 1-butanone deriv.; Centpyraquin

Chemical Property of 4-[[2,3,4,4a,5,6-Hexahydro-1H-pyrazino[1,2-a]quinolin]-3-yl]-1-(4-fluorophenyl)-1-butanone

Chemical Property:

• Vapor Pressure: 6.6E-11mmHg at 25°C
• Boiling Point: 519.8°Cat760mmHg
• Flash Point: 268.2°C
• PSA: 23.55000
• Density: g/cm³
• LogP: 4.73050

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[[2,3,4,4a,5,6-Hexahydro-1H-pyrazino[1,2-a]quinolin]-3-yl]-1-(4-fluorophenyl)-1-butanone

There total 6 articles about 4-[[2,3,4,4a,5,6-Hexahydro-1H-pyrazino[1,2-a]quinolin]-3-yl]-1-(4-fluorophenyl)-1-butanone 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:

quinoline 2-carbaldehyde (5470-96-2) → 1-(4-fluoro-phenyl)-4-(1,2,4,4a,5,6-hexahydro-pyrazino[1,2-a]quinolin-3-yl)-butan-1-one (26049-76-3)

Guidance literature:

Multi-step reaction with 5 steps

1: benzene / Heating

2: NaBH₄ / ethanol / Heating

3: KOH / nickel-aluminium alloy / methanol / 20 °C

4: P₂O₅ / xylene / Heating

5: Cs₂CO₃ / acetonitrile / Heating

With potassium hydroxide; sodium tetrahydroborate; phosphorus pentoxide; caesium carbonate; nickel-aluminium alloy; In methanol; ethanol; acetonitrile; xylene; benzene;

DOI:10.1016/j.bmcl.2005.01.037

Reference yield:

2-(quinolin-2-ylmethyl-amino)-ethanol (478407-25-9) → 1-(4-fluoro-phenyl)-4-(1,2,4,4a,5,6-hexahydro-pyrazino[1,2-a]quinolin-3-yl)-butan-1-one (26049-76-3)

Guidance literature:

Multi-step reaction with 3 steps

1: KOH / nickel-aluminium alloy / methanol / 20 °C

2: P₂O₅ / xylene / Heating

3: Cs₂CO₃ / acetonitrile / Heating

With potassium hydroxide; phosphorus pentoxide; caesium carbonate; nickel-aluminium alloy; In methanol; acetonitrile; xylene;

DOI:10.1016/j.bmcl.2005.01.037

Reference yield:

2-quinolin-2-ylmethyleneamino-ethanol (5971-05-1) → 1-(4-fluoro-phenyl)-4-(1,2,4,4a,5,6-hexahydro-pyrazino[1,2-a]quinolin-3-yl)-butan-1-one (26049-76-3)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄ / ethanol / Heating

2: KOH / nickel-aluminium alloy / methanol / 20 °C

3: P₂O₅ / xylene / Heating

4: Cs₂CO₃ / acetonitrile / Heating

With potassium hydroxide; sodium tetrahydroborate; phosphorus pentoxide; caesium carbonate; nickel-aluminium alloy; In methanol; ethanol; acetonitrile; xylene;

DOI:10.1016/j.bmcl.2005.01.037

upstream raw materials:

1-iodo-3-(p-fluorophenylcarbonyl)propane

2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline

quinoline 2-carbaldehyde

2-[(1,2,3,4-tetrahydro-quinolin-2-ylmethyl)-amino]-ethanol

Downstream raw materials:

3-(δ-Hydroxy-δ-p-fluorophenyl)butyl-2,3,4,4a,5,6-hexahydro-1(H)-pyrazino<1,2-a>quinoline hydrochloride