(3R)-3-(5-chloro-2-methoxy-phenyl)-3-fluoro-6-(trifluoromethyl)indolin-2-one

Base Information

• Chemical Name: (3R)-3-(5-chloro-2-methoxy-phenyl)-3-fluoro-6-(trifluoromethyl)indolin-2-one
• CAS No.: 187523-36-0
• Molecular Formula: C₁₆H₁₀ClF₄NO₂
• Molecular Weight: 359.708
• DSSTox Substance ID: DTXSID101317942
• Nikkaji Number: J1.526.153F
• Wikidata: Q27116140
• Metabolomics Workbench ID: 70009
• ChEMBL ID: CHEMBL8347
• Mol file: 187523-36-0.mol

Synonyms:187523-36-0;(R)-(-)-BMS 204352;CHEMBL8347;CHEBI:34548;(3R)-3-(5-chloro-2-methoxy-phenyl)-3-fluoro-6-(trifluoromethyl)indolin-2-one;(R)-BMS-204352;(3R)-3-(5-chloro-2-methoxyphenyl)-3-fluoro-6-(trifluoromethyl)-1H-indol-2-one;Maxipost (TN);Flindokalner (USAN/INN);AC1LCVIZ;(-)-MaxiPost;SureCN5144502;SCHEMBL5144502;DTXSID101317942;NCGC00386524-01;(-)-BMS-204352;LS-191852;E98785;Q27116140;(R)-3-(5-Chloro-2-methoxy-phenyl)-3-fluoro-6-trifluoromethyl-1,3-dihydro-indol-2-one

Chemical Property of (3R)-3-(5-chloro-2-methoxy-phenyl)-3-fluoro-6-(trifluoromethyl)indolin-2-one

Chemical Property:

• PSA: 41.82000
• LogP: 4.61770
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 359.0336189
• Heavy Atom Count: 24
• Complexity: 503

Purity/Quality:

98% ^*data from raw suppliers

(R)-(-)-(5-CHLORO-2-METHOXYPHENYL)-3-FLUORO-6-(TRIFLUOROMETHYL)-2,3-DIHYDRO-1H-INDOL-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Cl)C2(C3=C(C=C(C=C3)C(F)(F)F)NC2=O)F
• Isomeric SMILES: COC1=C(C=C(C=C1)Cl)[C@@]2(C3=C(C=C(C=C3)C(F)(F)F)NC2=O)F

Technology Process of (3R)-3-(5-chloro-2-methoxy-phenyl)-3-fluoro-6-(trifluoromethyl)indolin-2-one

There total 50 articles about (3R)-3-(5-chloro-2-methoxy-phenyl)-3-fluoro-6-(trifluoromethyl)indolin-2-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: 83.0%

(S)-(-)-5-Chloro-2-methoxy-α-fluoro-α-[2-nitro-4-(trifluoromethyl)phenyl]benzeneacetic acid (206194-02-7) → (S)-(+)-3-(5-chloro-2-methoxyphenyl)-3-fluoro-1,3-dihydro-6-(trifluoromethyl)-2H-indol-2-one (187523-35-9,187523-36-0)

Guidance literature:

(S)-(-)-5-Chloro-2-methoxy-α-fluoro-α-[2-nitro-4-(trifluoromethyl)phenyl]benzeneacetic acid; With sodium dithionite; sodium hydrogencarbonate; In tetrahydrofuran; water; for 1.25h;

With hydrogenchloride; In methanol; ethyl acetate; at 20 - 60 ℃; for 0.0833333h;

Reference yield: 81.0%

1-benzyl-3-(5-chloro-2-methoxyphenyl)-3-fluoro-6-(trifluoromethyl)indolin-2-one → 3-(5-Chloro-2-methoxyphenyl)-3-fluoro-1,3-dihydro-6-(trifluoromethyl)-2H-indol-2-one (183720-28-7,187523-36-0)

Guidance literature:

With trifluoroacetic acid; at 60 ℃; for 16h; Inert atmosphere;

Reference yield: 81.0%

(+)-3-(5-chloro-2-methoxyphenyl)-1,3-dihydro-6-(trifluoromethyl)-2H-indol-2-one (385764-29-4,385764-30-7,183720-16-3) → (S)-(+)-3-(5-chloro-2-methoxyphenyl)-3-fluoro-1,3-dihydro-6-(trifluoromethyl)-2H-indol-2-one (187523-35-9,187523-36-0)

Guidance literature:

(+)-3-(5-chloro-2-methoxyphenyl)-1,3-dihydro-6-(trifluoromethyl)-2H-indol-2-one; With C₃₉H₆₀N₄O₄; scandium tris(trifluoromethanesulfonate); In chloroform; at 35 ℃; for 0.5h; Inert atmosphere;

With sodium carbonate; N-fluorobis(benzenesulfon)imide; In chloroform; at 0 ℃; for 72h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo301705t DOI:10.1021/jo301705t

upstream raw materials:

5-chloro-α-fluoro-2-methoxy-α-[2-nitro-4-(trifluoromethyl)-phenyl]benzeneacetic acid,methyl ester

1-fluoro-2-nitro-4-trifluoromethyl-benzene

5-chloro-2-methoxyphenylacetic acid,methyl ester

methyl 2-(5-chloro-2-methoxyphenyl)-2-(2-nitro-4-(trifluoromethyl)phenyl)acetate