4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid

Base Information

Chemical Name:4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid
CAS No.:1085835-97-7
Molecular Formula:C₂₉H₂₉F₃N₄O₅
Molecular Weight:570.568
Hs Code.:

4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid

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Chemical Property of 4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid

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Technology Process of 4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid

There total 7 articles about 4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid 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: 31.0%

: 1085841-79-7
2-phenyl-5-trifluoromethyloxazole-4-carboxylic acid (1',2',3',4',5',6'-hexahydro-(2,4'-bipyridin-5-yl)amide)

: 619-82-9
trans-hexahydroterephthalic acid

: 1085835-97-7
4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; Inert atmosphere;
DOI:10.1021/jm101580m

Reference yield:

: 4487-59-6
2-bromo-5-nitropyridine

: 1085835-97-7
4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / ethanol; toluene / 0.67 h / 100 °C / Inert atmosphere; Microwave irradiation

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2 h / 2585.81 Torr

3: triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

5: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; hydrogen; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Suzuki coupling;
DOI:10.1021/jm101580m

Reference yield:

: 885693-47-0
tert-butyl 5-nitro-5’,6’-dihydro-[2,4‘-bipyridine]-1‘(2’H)-carboxylate

: 1085835-97-7
4-{5-[(2-phenyl-5-trifluoromethyloxazole-4-carbonyl)amino]-3',4',5',6'-tetrahydro-2'H-(2,4'-bipyridinyl)-1'-carbonyl}-trans-cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2 h / 2585.81 Torr

2: triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

4: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm101580m