Technology Process of N-(3,4-difluorophenyl)-3-(piperidin-4-yl)-1H-pyrrolo[2,3-b]pyridin-6-amine
There total 9 articles about N-(3,4-difluorophenyl)-3-(piperidin-4-yl)-1H-pyrrolo[2,3-b]pyridin-6-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: palladium 10% on activated carbon; hydrogen; acetic acid / methanol / 48 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C
3.1: Benzoyl bromide; 1,1,1,3,3,3-hexamethyl-disilazane / toluene / 12 h / 20 °C
3.2: 2 h / 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
4.2: 19 h / 20 °C
5.1: palladium diacetate; potassium carbonate; XPhos / tert-butyl alcohol / 3 h / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C
7.1: hydrogenchloride / diethyl ether; dichloromethane / 20 °C
With
hydrogenchloride; Benzoyl bromide; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; palladium diacetate; sodium hydride; potassium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; XPhos;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;
5.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmcl.2017.02.001
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C
2.1: Benzoyl bromide; 1,1,1,3,3,3-hexamethyl-disilazane / toluene / 12 h / 20 °C
2.2: 2 h / 20 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
3.2: 19 h / 20 °C
4.1: palladium diacetate; potassium carbonate; XPhos / tert-butyl alcohol / 3 h / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetonitrile / 20 °C
6.1: hydrogenchloride / diethyl ether; dichloromethane / 20 °C
With
hydrogenchloride; Benzoyl bromide; tetrabutyl ammonium fluoride; palladium diacetate; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; XPhos;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;
4.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmcl.2017.02.001