3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide

Base Information

• Chemical Name: 3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide
• CAS No.: 1414378-58-7
• Molecular Formula: C₂₂H₁₆Cl₂F₇N₃O₃S
• Molecular Weight: 606.348
• Mol file: 1414378-58-7.mol

Synonyms:3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide

Chemical Property of 3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide

There total 13 articles about 3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide 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: 84.6%

3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid (1414378-26-9) + 1-oxo-1-N-(2,2,2-trifluoroethyl)-1,2-diaminoethane hydrochloride (1171331-39-7) → 3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide (1414378-58-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

cyclopentanone (120-92-3) → 3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide (1414378-58-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: toluene-4-sulfonic acid / toluene / 4 h / Reflux

2.1: triethylamine / toluene / Reflux

3.1: water; acetic acid / tetrahydrofuran / 48 h / 20 °C

4.1: tetrachloromethane; tributylphosphine / 60 °C

4.2: -10 - 0 °C

5.1: manganese(IV) oxide / dichloromethane / 2 h / Reflux

6.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

6.2: 2 h / 20 °C / Inert atmosphere

7.1: thionyl chloride; pyridine / dichloromethane / 3 h / 20 °C

8.1: hydroxylamine hydrochloride; sodium hydroxide / water; tetrahydrofuran / 20 °C

9.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 50 °C

9.2: pH 1

10.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 2 h / 20 °C

With pyridine; tetrachloromethane; manganese(IV) oxide; thionyl chloride; lithium hydroxide monohydrate; tributylphosphine; hydroxylamine hydrochloride; water; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; toluene;

Reference yield:

1-pyrrolidinocyclopent-1-ene (7148-07-4) → 3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide (1414378-58-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: triethylamine / toluene / Reflux

2.1: water; acetic acid / tetrahydrofuran / 48 h / 20 °C

3.1: tetrachloromethane; tributylphosphine / 60 °C

3.2: -10 - 0 °C

4.1: manganese(IV) oxide / dichloromethane / 2 h / Reflux

5.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

5.2: 2 h / 20 °C / Inert atmosphere

6.1: thionyl chloride; pyridine / dichloromethane / 3 h / 20 °C

7.1: hydroxylamine hydrochloride; sodium hydroxide / water; tetrahydrofuran / 20 °C

8.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 50 °C

8.2: pH 1

9.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 2 h / 20 °C

With pyridine; tetrachloromethane; manganese(IV) oxide; thionyl chloride; lithium hydroxide monohydrate; tributylphosphine; hydroxylamine hydrochloride; water; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; toluene;

upstream raw materials:

cyclopentanone

1-pyrrolidinocyclopent-1-ene

cyclopentane-1,2-dione

3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid

Downstream raw materials:

(S)-3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide