1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate

Base Information

Chemical Name:1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate
CAS No.:1351522-49-0
Molecular Formula:C₁₇H₂₂N₂O₄
Molecular Weight:318.373
Hs Code.:

Synonyms:1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate

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Chemical Property of 1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate

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Technology Process of 1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate

There total 1 articles about 1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate 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: 68.0%

: 29682-15-3
methyl 5-bromopicolinate

: 375853-82-0,286961-14-6
tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

: 1351522-49-0
1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate

Guidance literature:: With potassium carbonate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In N,N-dimethyl-formamide; at 140 ℃; for 0.166667h; Inert atmosphere; microwave vial;

Reference yield:

: 1351522-49-0
1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate

: 1351521-42-0
N-(4-(3-(5-tert-butylisoxazol-3-yl)ureido)phenyl)-5-(1-ethylpiperidin-4-yl)picolinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate; methanol / 20 - 55 °C

2.1: sodium hydroxide; water / tetrahydrofuran; methanol / 2 h / 20 °C

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 0.17 h

3.2: 3 h / 20 °C

4.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

5.1: sodium cyanoborohydride / methanol / 3 h / 0 - 20 °C / pH Ca_. 4

With hydrogenchloride; palladium 10% on activated carbon; water; hydrogen; sodium cyanoborohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ml300214g

Reference yield:

: 1351522-49-0
1'-tert-butyl 6-methyl 5',6'-dihydro-[3,4'-bipyridine]-1',6(2'H)-dicarboxylate

: 1401533-33-2
C₃₀H₃₈N₆O₅

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate; methanol / 20 - 55 °C

2.1: sodium hydroxide; water / tetrahydrofuran; methanol / 2 h / 20 °C

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 0.17 h

3.2: 3 h / 20 °C

With palladium 10% on activated carbon; water; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ml300214g