tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate
CAS No.:1610520-74-5
Molecular Formula:C₁₉H₂₃BrN₂O₃S
Molecular Weight:439.373
Hs Code.:

Synonyms:tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate

There total 1 articles about tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate 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:

: 28948-60-9
2-bromothieno[3,2-c]pyridin-4(5H)-one

: 1610520-74-5
tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -78 - -60 °C / Inert atmosphere

1.2: 1 h / -60 - 20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / tetrahydrofuran / 24 h / 20 °C

3.1: caesium carbonate / tetrahydrofuran / 0.33 h / 20 °C

3.2: 20 °C

4.1: sodium tetrahydroborate / ethanol / 1 h / 20 °C / Inert atmosphere

5.1: phosphorus tribromide / 1,4-dioxane / 2 h / 40 °C / Inert atmosphere

6.1: toluene / 120 °C / Inert atmosphere

7.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.75 h / Inert atmosphere

7.2: 20 °C / Inert atmosphere

With sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; phosphorus tribromide; caesium carbonate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; toluene;

Reference yield: 79.0%

: 1610520-74-5
tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate

: 122775-35-3
3,4-Dimethoxyphenylboronic acid

: 1610520-78-9
tert-butyl 4-((7-(3,4-dimethoxyphenyl)-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate

Guidance literature:: With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate; In water; isopropyl alcohol; at 130 ℃; for 0.5h; Microwave irradiation;

Reference yield:

: 1610520-74-5
tert-butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methylene)piperidine-1-carboxylate

: 1610520-79-0
tert-butyl 4-((7-(3,4-dimethoxyphenyl)-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride / water; isopropyl alcohol / 0.5 h / 130 °C / Microwave irradiation

2: palladium 10% on activated carbon; ammonium formate / water; ethanol / 2 h / 90 °C / Inert atmosphere

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; palladium 10% on activated carbon; ammonium formate; potassium carbonate; In ethanol; water; isopropyl alcohol;