tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate

Base Information

Chemical Name:tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate
CAS No.:1296274-07-1
Molecular Formula:C₃₄H₄₅BN₄O₅
Molecular Weight:600.566
Hs Code.:

tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate

Synonyms:tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate

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Chemical Property of tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate

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Technology Process of tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate

There total 8 articles about tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-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:

: 1192164-50-3
tert-butyl 5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidine-4-carboxylate

: 73183-34-3
bis(pinacol)diborane

: 1296274-07-1
tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate

Guidance literature:: With potassium acetate; potassium carbonate; for 21h; Reflux;

Reference yield:

: 1192163-99-7
tert-butyl 5-(benzyloxy)-2-{[1-(tert-butoxycarbonyl)piperidin-4-yl]methyl}-6-hydroxypyrimidine-4-carboxylate

: 1296274-07-1
tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 0.5 h / -78 °C

2: potassium carbonate; silver(l) oxide / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

3: hydrogenchloride / ethyl acetate / 3 h / 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 22 h / 100 °C

5: potassium acetate / potassium carbonate / 21 h / Reflux

With hydrogenchloride; potassium acetate; potassium carbonate; triethylamine; silver(l) oxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 33560-65-5
oxalic acid tert-butyl ester methyl ester

: 1296274-07-1
tert-butyl 5-(benzyloxy)-6-methyl-2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridin-2-yl}piperidin-4-yl)methyl]pyrimidine-4-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: lithium diisopropyl amide / tetrahydrofuran / -78 - -40 °C / Inert atmosphere

2: sodium methylate / methanol / 14.5 h / 20 °C

3: triethylamine / dichloromethane / 0.5 h / -78 °C

4: potassium carbonate; silver(l) oxide / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

5: hydrogenchloride / ethyl acetate / 3 h / 20 °C

6: potassium carbonate / N,N-dimethyl-formamide / 22 h / 100 °C

7: potassium acetate / potassium carbonate / 21 h / Reflux

With hydrogenchloride; sodium methylate; potassium acetate; potassium carbonate; triethylamine; silver(l) oxide; lithium diisopropyl amide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;