Technology Process of 2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(oxan-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide
There total 10 articles about 2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(oxan-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: triethylamine; dmap / dichloromethane / 1 h / 0 °C
2: sodium azide / N,N-dimethyl-formamide / 1 h / 50 °C
3: zinc; ammonium chloride / water; ethanol / 1 h / 80 °C
4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
5: tetrakis(triphenylphosphine) palladium(0); potassium fluoride dihydrate / water; ethanol; 1,2-dimethoxyethane / 0.83 h / 110 °C / Microwave irradiation
With
dmap; tetrakis(triphenylphosphine) palladium(0); sodium azide; potassium fluoride dihydrate; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; zinc;
In
1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
5: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.07.007
- Guidance literature:
-
Multi-step reaction with 3 steps
1: zinc; ammonium chloride / water; ethanol / 1 h / 80 °C
2: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
3: tetrakis(triphenylphosphine) palladium(0); potassium fluoride dihydrate / water; ethanol; 1,2-dimethoxyethane / 0.83 h / 110 °C / Microwave irradiation
With
tetrakis(triphenylphosphine) palladium(0); potassium fluoride dihydrate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; zinc;
In
1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide;
3: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.07.007
- Guidance literature:
-
Multi-step reaction with 6 steps
1: sodium tetrahydroborate / methanol / 2 h / 20 °C
2: triethylamine; dmap / dichloromethane / 1 h / 0 °C
3: sodium azide / N,N-dimethyl-formamide / 1 h / 50 °C
4: zinc; ammonium chloride / water; ethanol / 1 h / 80 °C
5: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
6: tetrakis(triphenylphosphine) palladium(0); potassium fluoride dihydrate / water; ethanol; 1,2-dimethoxyethane / 0.83 h / 110 °C / Microwave irradiation
With
dmap; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0); sodium azide; potassium fluoride dihydrate; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; zinc;
In
methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
6: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.07.007
