Technology Process of 4-chloro-N-{2,6-dimethyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}-4-piperidinesulfonamide
There total 7 articles about 4-chloro-N-{2,6-dimethyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}-4-piperidinesulfonamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
phenylmethyl 4-chloro-4-[({2,6-dimethyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}amino)sulfonyl]-1-piperidinecarboxylate;
With
hydrogen; acetic acid;
palladium 10% on activated carbon;
In
methanol; ethanol;
at 20 ℃;
for 48h;
under 1500.15 Torr;
With
ammonia;
In
methanol; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diethyl ether; tetrahydrofuran / 3 h / Cooling with ice
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C
2.2: 1 h / -78 °C
3.1: 1,1,1,3,3,3-hexamethyl-disilazane; acetic acid / 12 h / 70 °C / Inert atmosphere
4.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 16 h / 35 °C
5.1: tin(IV) chloride / toluene / 0.33 h / 20 - 150 °C / microwave irradiation
5.2: 20 °C
6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / Cooling with ice
6.2: 16 h / 20 °C
7.1: hydrogen; acetic acid / palladium 10% on activated carbon / ethanol; methanol / 48 h / 20 °C / 1500.15 Torr
With
oxalyl dichloride; water; hydrogen; tin(IV) chloride; sodium hydrogencarbonate; sulfur; acetic acid; dimethyl sulfoxide; 1,1,1,3,3,3-hexamethyl-disilazane; lithium hexamethyldisilazane;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 1,1,1,3,3,3-hexamethyl-disilazane; acetic acid / 12 h / 70 °C / Inert atmosphere
2.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 16 h / 35 °C
3.1: tin(IV) chloride / toluene / 0.33 h / 20 - 150 °C / microwave irradiation
3.2: 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / Cooling with ice
4.2: 16 h / 20 °C
5.1: hydrogen; acetic acid / palladium 10% on activated carbon / ethanol; methanol / 48 h / 20 °C / 1500.15 Torr
With
water; hydrogen; tin(IV) chloride; sodium hydrogencarbonate; sulfur; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; lithium hexamethyldisilazane;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; toluene;