Technology Process of tert-butyl 3-(5-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-6-methylpyridin-2-yl)propanoate
There total 9 articles about tert-butyl 3-(5-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-6-methylpyridin-2-yl)propanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 6 steps
1: 85 percent / Bu4NCl; NaHCO3; Pd(OAc)2 / dimethylformamide / 60 °C
2: 80 percent / H2 / Pd/C / methanol / 20 °C / 760 Torr
3: 95 percent / Huenig's base / CH2Cl2 / 20 °C
4: 100 percent / Pd(PPh3)4 / dimethylformamide / 85 °C
5: NH2OH*HCl; NaHCO3 / ethanol / 80 °C
6: N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / acetonitrile / 18 h / 20 - 100 °C
With
palladium diacetate; tetrakis(triphenylphosphine) palladium(0); hydroxylamine hydrochloride; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1: Heck coupling;
DOI:10.1016/j.bmcl.2006.10.057
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 80 percent / H2 / Pd/C / methanol / 20 °C / 760 Torr
2: 95 percent / Huenig's base / CH2Cl2 / 20 °C
3: 100 percent / Pd(PPh3)4 / dimethylformamide / 85 °C
4: NH2OH*HCl; NaHCO3 / ethanol / 80 °C
5: N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / acetonitrile / 18 h / 20 - 100 °C
With
tetrakis(triphenylphosphine) palladium(0); hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2006.10.057
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 58 percent / I2; Na2CO3 / H2O / 20 °C
2: 93 percent / K2CO3 / acetone / Heating
3: 85 percent / Bu4NCl; NaHCO3; Pd(OAc)2 / dimethylformamide / 60 °C
4: 80 percent / H2 / Pd/C / methanol / 20 °C / 760 Torr
5: 95 percent / Huenig's base / CH2Cl2 / 20 °C
6: 100 percent / Pd(PPh3)4 / dimethylformamide / 85 °C
7: NH2OH*HCl; NaHCO3 / ethanol / 80 °C
8: N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / acetonitrile / 18 h / 20 - 100 °C
With
palladium diacetate; tetrakis(triphenylphosphine) palladium(0); hydroxylamine hydrochloride; tetrabutyl-ammonium chloride; hydrogen; iodine; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
3: Heck coupling;
DOI:10.1016/j.bmcl.2006.10.057