4-Chloro-7-methoxy-2-phenylquinoline

Base Information

• Chemical Name: 4-Chloro-7-methoxy-2-phenylquinoline
• CAS No.: 189816-05-5
• Molecular Formula: C16H12ClNO
• Molecular Weight: 269.73
• DSSTox Substance ID: DTXSID10444476
• Wikidata: Q72453366
• Mol file: 189816-05-5.mol

Synonyms:4-Chloro-7-methoxy-2-phenylquinoline;189816-05-5;Quinoline, 4-chloro-7-methoxy-2-phenyl-;4-chloro-7-methoxy-2-phenyl-quinoline;SCHEMBL374734;AMY3511;DTXSID10444476;BAZSITKSXXHTNS-UHFFFAOYSA-N;Chloro-7-methoxy-2-phenylquinoline;MFCD11042872;Pyridine,4-fluoro-2-methoxy-(9CI);AKOS015897060;2-phenyl-4-chloro-7-methoxy-quinoline;FS-6313;SB18460;Quinoline,4-chloro-7-methoxy-2-phenyl-;4-chloranyl-7-methoxy-2-phenyl-quinoline;CS-0150281;FT-0645965;A813366

Chemical Property of 4-Chloro-7-methoxy-2-phenylquinoline

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 96-99 °C
• Refractive Index: 1.638
• Boiling Point: 414.285 °C at 760 mmHg
• PKA: 3.46±0.27(Predicted)
• Flash Point: 204.353 °C
• PSA: 22.12000
• Density: 1.237 g/cm³
• LogP: 4.56380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 269.0607417
• Heavy Atom Count: 19
• Complexity: 293

Purity/Quality:

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

4-Chloro-7-methoxy-2-phenylquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=CC(=N2)C3=CC=CC=C3)Cl

Technology Process of 4-Chloro-7-methoxy-2-phenylquinoline

There total 8 articles about 4-Chloro-7-methoxy-2-phenylquinoline 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: 95.0%

7-methoxy-2-phenylquinolin-4-ol (20430-72-2,189816-04-4) → 4-chloro-7-methoxy-2-phenylquinoline (189816-05-5)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1016/j.bmcl.2008.10.004

Reference yield:

3-oxo-3-phenylpropanamide (3446-58-0) → 4-chloro-7-methoxy-2-phenylquinoline (189816-05-5)

Guidance literature:

Multi-step reaction with 3 steps

1: m-anisidine hydrochloride / toluene / 8 h / Heating

2: 34 percent / PPA / 0.33 h / 135 °C

3: 68 percent / POCl₃ / 2 h / Heating

With m-anisidine hydrochloride; trichlorophosphate; In toluene;

DOI:10.1021/jm960818o

Reference yield:

ethyl 3-oxo-3-phenylpropionate (94-02-0) → 4-chloro-7-methoxy-2-phenylquinoline (189816-05-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / aq. NH₃ / 2 h / 85 °C

2: m-anisidine hydrochloride / toluene / 8 h / Heating

3: 34 percent / PPA / 0.33 h / 135 °C

4: 68 percent / POCl₃ / 2 h / Heating

With ammonium hydroxide; m-anisidine hydrochloride; trichlorophosphate; In toluene;

DOI:10.1021/jm960818o

upstream raw materials:

7-methoxy-2-phenylquinolin-4-ol

3-oxo-3-phenylpropanamide

ethyl 3-oxo-3-phenylpropionate

N-benzylidene-m-anisidine

Downstream raw materials:

N⁴,N⁴-diethyl-N¹-(7-methoxy-2-phenyl-[4]quinolyl)-1-methyl-butanediyldiamine

7-methoxy-2-phenylquinoline

(S)-tert-butoxycarbonylamino[4-(7-methoxy-2-phenylquinolin-4-yloxy)phenyl]acetic acid

C₃₇H₃₉N₃O₇

Refernces

• 1、 -. "NOVEL MACROCYCLIC INHIBITORS OF HEPATITIS C VIRUS REPLICATION". . . Retrieved 2009/10/31.
• 2、 -. "Hepatitis C virus inhibitors". Page/Page column 33-34. . Retrieved 2008/06/13.