Technology Process of 3-{4-(5-chloropyridin-3-yl)-2-[(3R,5R)-3,5-dimethylmorpholin-4-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridin-6-yl}-1,2,4-oxadiazol-5(4H)-one
There total 7 articles about 3-{4-(5-chloropyridin-3-yl)-2-[(3R,5R)-3,5-dimethylmorpholin-4-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridin-6-yl}-1,2,4-oxadiazol-5(4H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 4 h / 90 °C / Inert atmosphere
2: palladium diacetate; sulfuric acid; zinc; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / N,N-dimethyl acetamide / 100 °C / Inert atmosphere; Sealed tube
3: sodium hydrogencarbonate; hydroxylamine hydrochloride / water; ethanol / 1 h / 100 °C
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1 h / 20 °C
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; hydroxylamine hydrochloride; palladium diacetate; sodium hydrogencarbonate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc;
In
1,4-dioxane; ethanol; N,N-dimethyl acetamide; water; acetonitrile;
1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.1c01524
- Guidance literature:
-
Multi-step reaction with 3 steps
1: palladium diacetate; sulfuric acid; zinc; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / N,N-dimethyl acetamide / 100 °C / Inert atmosphere; Sealed tube
2: sodium hydrogencarbonate; hydroxylamine hydrochloride / water; ethanol / 1 h / 100 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1 h / 20 °C
With
sulfuric acid; hydroxylamine hydrochloride; palladium diacetate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc;
In
ethanol; N,N-dimethyl acetamide; water; acetonitrile;
DOI:10.1021/acs.jmedchem.1c01524