2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid

Base Information

• Chemical Name: 2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid
• CAS No.: 1297276-94-8
• Molecular Formula: C₂₇H₂₅FN₂O₃
• Molecular Weight: 444.506
• Mol file: 1297276-94-8.mol

Synonyms:2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid

Chemical Property of 2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid

There total 9 articles about 2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid 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: 3.0%

methyl 2-(5-fluoro-3-iodo-2-methyl-1H-indol-1-yl)acetate (1297284-55-9) + 2-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6,7,8-tetrahydroisoquinolin-1(2H)-one (1297284-57-1) → 2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid (1297276-94-8)

Guidance literature:

With potassium phosphate monohydrate; water; palladium diacetate; In butan-1-ol; at 100 ℃; for 16h; Microwave irradiation; Inert atmosphere; Sealed with tube;

Reference yield:

5-fluoro-3-iodo-2-methyl-1H-indole (1297284-54-8) → 2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid (1297276-94-8)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere

2: hydrogen / platinum(IV) oxide / acetic acid / 16 h / Inert atmosphere

3: caesium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C / Inert atmosphere

4: potassium hydroxide; iodine; silver trifluoromethanesulfonate / diethyl ether / 2 h / 0 °C / Inert atmosphere

5: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 16 h / 80 °C / Inert atmosphere

6: water; potassium phosphate monohydrate / palladium diacetate / butan-1-ol / 16 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed with tube

With potassium phosphate monohydrate; water; hydrogen; iodine; potassium acetate; silver trifluoromethanesulfonate; potassium carbonate; caesium carbonate; potassium hydroxide; platinum(IV) oxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; In diethyl ether; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; butan-1-ol;

Reference yield:

2-benzyl-5,6,7,8-tetrahydro-1(2H)-isoquinolinone → 2-(3-(2-benzyl-1-oxo-1,2,5,6,7,8-hexahydroisoquinolin-4-yl)-5-fluoro-2-methyl-1H-indol-1-yl)acetic acid (1297276-94-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide; iodine; silver trifluoromethanesulfonate / diethyl ether / 2 h / 0 °C / Inert atmosphere

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 16 h / 80 °C / Inert atmosphere

3: water; potassium phosphate monohydrate / palladium diacetate / butan-1-ol / 16 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed with tube

With potassium phosphate monohydrate; water; iodine; potassium acetate; silver trifluoromethanesulfonate; potassium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; In diethyl ether; dimethyl sulfoxide; butan-1-ol;

upstream raw materials:

5-fluoro-2-methyl-1H-indole

5,6,7,8-tetrahydro-1(2H)-isoquinolinone

5-fluoro-3-iodo-2-methyl-1H-indole

methyl 2-(5-fluoro-3-iodo-2-methyl-1H-indol-1-yl)acetate