2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline

Base Information

Chemical Name:2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline
CAS No.:1617505-01-7
Molecular Formula:C₂₃H₂₃FN₂O
Molecular Weight:362.447
Hs Code.:

Synonyms:2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline

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Chemical Property of 2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline

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Technology Process of 2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline

There total 5 articles about 2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline 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: 96.0%

: 1617505-00-6
4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-1-(2-nitrophenyl)-2,3-dihydro-1H-indole

: 1617505-01-7
2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline

Guidance literature:: With ammonium chloride; zinc; In methanol; ethyl acetate; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jm5006226

Reference yield:

: 1555701-57-9
4-bromo-7-methoxy-3,3-dimethyl-1-(2-nitrophenyl)-2,3-dihydro-1H-indole

: 1617505-01-7
2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline

Guidance literature:: Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 50 h / 100 °C / Inert atmosphere; Sealed tube

2: zinc; ammonium chloride / methanol; ethyl acetate / 1 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; ammonium chloride; zinc; In methanol; ethyl acetate;
DOI:10.1021/jm5006226

Reference yield:

: 6358-77-6
5-bromo-2-methoxyaniline

: 1617505-01-7
2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]aniline

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride; sodium nitrite / water / -10 °C / Inert atmosphere

2.1: sulfuric acid / ethanol / 2 h / 0 - 20 °C / Inert atmosphere

2.2: 0.75 h / 0 - 20 °C / Inert atmosphere

3.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate / toluene / 16 h / 110 °C / Inert atmosphere; Sealed tube

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 50 h / 100 °C / Inert atmosphere; Sealed tube

5.1: zinc; ammonium chloride / methanol; ethyl acetate / 1 h / 20 °C / Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; sodium carbonate; ammonium chloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; zinc; sodium nitrite; In methanol; ethanol; water; ethyl acetate; toluene; 2.1: |Fischer Indole Synthesis;
DOI:10.1021/jm5006226