1H-[1]Benzopyrano[3,4-f]quinoline,5-(3-chlorophenyl)- 9-fluoro-2,5-dihydro-2,2,4- trimethyl-

Base Information

• Chemical Name: 1H-[1]Benzopyrano[3,4-f]quinoline,5-(3-chlorophenyl)- 9-fluoro-2,5-dihydro-2,2,4- trimethyl-
• CAS No.: 179895-46-6
• Molecular Formula: C₂₅H₂₁ClFNO
• Molecular Weight: 405.899
• Mol file: 179895-46-6.mol

Synonyms:

Chemical Property of 1H-[1]Benzopyrano[3,4-f]quinoline,5-(3-chlorophenyl)- 9-fluoro-2,5-dihydro-2,2,4- trimethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-[1]Benzopyrano[3,4-f]quinoline,5-(3-chlorophenyl)- 9-fluoro-2,5-dihydro-2,2,4- trimethyl-

There total 8 articles about 1H-[1]Benzopyrano[3,4-f]quinoline,5-(3-chlorophenyl)- 9-fluoro-2,5-dihydro-2,2,4- trimethyl- 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:

2-Fluoro-8-nitro-benzo[c]chromen-6-one (179898-11-4) → LG120746 (179895-46-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / Zn, CaCl₂*2H₂O / aq. ethanol / 15 h / Heating

2: 56 percent / I₂ / 36 h / 120 - 130 °C

3: 1.) n-BuLi / 1.) THF, hexane, -68 deg C, 30 min, 2.) THF, hexane, -65 deg C, 30 min

4: Et₃SiH, BF₃-OEt₂ / CH₂Cl₂ / 4 h / Ambient temperature

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; iodine; calcium chloride; zinc; In ethanol; dichloromethane;

DOI:10.1021/jm980190c

Reference yield:

methyl 2-bromo-5-nitrobenzoate (6942-36-5) → LG120746 (179895-46-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) (Ph₃P)4Pd, 2.) 2.0M aq. Na₂CO₃ / 1.) DME, RT, 10 min, 2.) DME, EtOH, 80 deg C, 6 h

2: 20percent aq. KOH / ethanol; tetrahydrofuran / Ambient temperature

3: SOCl₂ / 1,2-dichloro-ethane / 1.5 h / Heating

4: AlCl₃ / 1,2-dichloro-ethane / 5 h / Ambient temperature

5: 78 percent / H₂, AcOH / 10percent Pd/C / ethyl acetate / 1 h

6: 34 percent / I₂ / 32 h / 110 °C

7: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 3 h

8: Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / 3 h

With triethylsilane; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; aluminium trichloride; thionyl chloride; boron trifluoride diethyl etherate; hydrogen; iodine; sodium carbonate; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;

DOI:10.1021/jm9705770

Reference yield:

5-fluoro-2-methoxyphenylboronic acid → LG120746 (179895-46-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) (Ph₃P)4Pd, 2.) 2.0M aq. Na₂CO₃ / 1.) DME, RT, 10 min, 2.) DME, EtOH, 80 deg C, 6 h

2: 20percent aq. KOH / ethanol; tetrahydrofuran / Ambient temperature

3: SOCl₂ / 1,2-dichloro-ethane / 1.5 h / Heating

4: AlCl₃ / 1,2-dichloro-ethane / 5 h / Ambient temperature

5: 78 percent / H₂, AcOH / 10percent Pd/C / ethyl acetate / 1 h

6: 34 percent / I₂ / 32 h / 110 °C

7: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 3 h

8: Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / 3 h

With triethylsilane; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; aluminium trichloride; thionyl chloride; boron trifluoride diethyl etherate; hydrogen; iodine; sodium carbonate; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;

DOI:10.1021/jm9705770

upstream raw materials:

1-bromo-3-chlorobenzene

2-Fluoro-8-nitro-benzo[c]chromen-6-one

9-Fluoro-2,2,4-trimethyl-1,2-dihydro-6-oxa-1-aza-chrysen-5-one

methyl 2-bromo-5-nitrobenzoate