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

Base Information

Chemical Name:tert-butyl 5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidine-4-carboxylate
CAS No.:1192164-50-3
Molecular Formula:C₂₈H₃₃BrN₄O₃
Molecular Weight:553.499
Hs Code.:

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

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Chemical Property of tert-butyl 5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidine-4-carboxylate

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Technology Process of tert-butyl 5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidine-4-carboxylate

There total 8 articles about tert-butyl 5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidine-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: 27.0%

: 624-28-2
2,5-dibromopyridine

: 1192164-03-6
tert-butyl 5-(benzyloxy)-6-methyl-2-[(piperidin-4-yl)methyl]pyrimidine-4-carboxylate hydrochloride

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

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 22h;

Reference yield: 8.5%

: 53939-30-3
5-bromo-2-chloropyridine

: 1192164-03-6
tert-butyl 5-(benzyloxy)-6-methyl-2-[(piperidin-4-yl)methyl]pyrimidine-4-carboxylate hydrochloride

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

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 17.5h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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