methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

Base Information

Chemical Name:methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate
CAS No.:540523-34-0
Molecular Formula:C₃₃H₃₁ClN₂O₃
Molecular Weight:539.074
Hs Code.:

Synonyms:methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

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Chemical Property of methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

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Technology Process of methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

There total 13 articles about methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate 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:

: 1026675-29-5
methyl 3-{2-[2-(2-azidoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

: 540523-34-0
methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 2h; under 760.051 Torr;
DOI:10.1021/jm061131z

Reference yield:

: 540522-74-5
4-{5-chloro-2-[(diphenylmethyl)amino]phenyl}but-3-yn-1-ol

: 540523-34-0
methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: CuI / dimethylformamide / 3.5 h / Heating

2.1: 14.2 g / imidazole / CH₂Cl₂ / 20 °C

3.1: CH₂Cl₂ / 3 h / 0 °C

3.2: Et₃N / CH₂Cl₂ / 0.67 h

4.1: 12.2 g / BH₃*Me₂S / tetrahydrofuran / 17 h / 80 °C

5.1: 85 percent / Ph₃P; DIAD / tetrahydrofuran / 48 h

6.1: 71 percent / TBAF / tetrahydrofuran / 20 °C

7.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

8.1: NaN₃ / dimethylformamide / 4 h / 80 °C

9.1: 0.132 g / H₂ / Pd/C / methanol / 2 h / 760.05 Torr

With 1H-imidazole; copper(l) iodide; sodium azide; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5.1: Mitsunobu reaction;
DOI:10.1021/jm061131z

Reference yield:

: 540522-73-4
4-chloro-N-(diphenylmethyl)-2-iodoaniline

: 540523-34-0
methyl 3-{2-[2-(2-aminoethyl)-5-chloro-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 92 percent / Et₃N; CuI / PdCl₂(PPh₃)2 / 19 h / 45 °C

2.1: CuI / dimethylformamide / 3.5 h / Heating

3.1: 14.2 g / imidazole / CH₂Cl₂ / 20 °C

4.1: CH₂Cl₂ / 3 h / 0 °C

4.2: Et₃N / CH₂Cl₂ / 0.67 h

5.1: 12.2 g / BH₃*Me₂S / tetrahydrofuran / 17 h / 80 °C

6.1: 85 percent / Ph₃P; DIAD / tetrahydrofuran / 48 h

7.1: 71 percent / TBAF / tetrahydrofuran / 20 °C

8.1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

9.1: NaN₃ / dimethylformamide / 4 h / 80 °C

10.1: 0.132 g / H₂ / Pd/C / methanol / 2 h / 760.05 Torr

With 1H-imidazole; copper(l) iodide; sodium azide; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 6.1: Mitsunobu reaction;
DOI:10.1021/jm061131z