N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide

Base Information

Chemical Name:N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide
CAS No.:1310739-68-4
Molecular Formula:C₂₂H₁₆F₃N₅O₂S
Molecular Weight:471.463
Hs Code.:

Synonyms:N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide

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Chemical Property of N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide

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Technology Process of N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide

There total 6 articles about N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

: C₂₂H₁₈F₃N₅O₃S

: 1310739-68-4
N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide

Guidance literature:: C₂₂H₁₈F₃N₅O₃S; With sulfuric acid; at 20 ℃; for 0.5h; Cooling with ice;

With ammonia; In water;
DOI:10.3390/molecules16065130

Reference yield:

: 98-98-6
2-Picolinic acid

: 1310739-68-4
N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / N,N-dimethyl-formamide / 17.5 h / 50 °C / Inert atmosphere; Reflux

2.1: tetrahydrofuran; methanol / 0 - 20 °C

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C

3.2: 6 h / 80 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / dichloromethane / 0.33 h / 0 °C

4.2: 5 h / 20 °C

5.1: ethanol / 1 h / 60 °C

6.1: sulfuric acid / 0.5 h / 20 °C / Cooling with ice

With thionyl chloride; sulfuric acid; potassium tert-butylate; sodium hydrogencarbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3390/molecules16065130

Reference yield:

: 53750-66-6
4-chloro-pyridine-2-carbonyl chloride

: 1310739-68-4
N-methyl-4-(4-(5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-ylamino)phenoxy)picolinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran; methanol / 0 - 20 °C

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 °C

2.2: 6 h / 80 °C / Inert atmosphere

3.1: sodium hydrogencarbonate / dichloromethane / 0.33 h / 0 °C

3.2: 5 h / 20 °C

4.1: ethanol / 1 h / 60 °C

5.1: sulfuric acid / 0.5 h / 20 °C / Cooling with ice

With sulfuric acid; potassium tert-butylate; sodium hydrogencarbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3390/molecules16065130