4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile

Base Information

Chemical Name:4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile
CAS No.:774199-13-2
Molecular Formula:C₃₁H₃₀N₄O₃Si
Molecular Weight:534.69
Hs Code.:

4-{1-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-propyl]-1<i>H</i>-pyrrolo[2,3-<i>b</i>]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1<i>H</i>-pyrrole-3-carbonitrile

Synonyms:4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile

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Chemical Property of 4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile

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Technology Process of 4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile

There total 5 articles about 4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile 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: 11.0%

: 626605-09-2
3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-chloro-pyrrole-2,5-dione

: 557-21-1
dicyanozinc

: 774199-13-2
4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile

Guidance literature:: With lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃; for 3h;
DOI:10.1016/j.bmc.2004.04.010

Reference yield:

: 626605-07-0
2-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-acetamide

: 774199-13-2
4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / potassium tert-butoxide / tetrahydrofuran / 0.33 h

2: 73 percent / oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h / 23 °C

3: 11 percent / LiCl / Pd(Ph₃P)4 / dimethylformamide / 3 h / 120 °C

With oxalyl dichloride; potassium tert-butylate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.04.010

Reference yield:

: 626605-08-1
3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione

: 774199-13-2
4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h / 23 °C

2: 11 percent / LiCl / Pd(Ph₃P)4 / dimethylformamide / 3 h / 120 °C

With oxalyl dichloride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.04.010