N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide

Base Information

• Chemical Name: N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide
• CAS No.: 1215855-73-4
• Molecular Formula: C₂₄H₂₄BrN₅O₃
• Molecular Weight: 510.39
• Mol file: 1215855-73-4.mol

Synonyms:N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide

Chemical Property of N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide

There total 7 articles about N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide 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: 70.7%

C18H22N4O2*(x)ClH + 2-bromoisonicotinic acid (66572-56-3) → N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide (1215855-73-4)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 27.0%

1-(2-aminoacetyl)-4-[5-(benzyloxy)pyridin-2-yl]piperazine hydrochloride (1322094-89-2) + 2-bromoisonicotinic acid (66572-56-3) → N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide (1215855-73-4)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

5-(benzyloxy)-2-bromopyridine (630120-99-9) → N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-bromopyridine-4-carboxamide (1215855-73-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / toluene; tetrahydrofuran / 20 °C / Reflux

2: dichloromethane; tetrahydrofuran / -10 - 20 °C

3: hydrogenchloride / diethyl ether / 20 °C

4: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

1-(2-aminoacetyl)-4-[5-(benzyloxy)pyridin-2-yl]piperazine hydrochloride

2-bromoisonicotinic acid

benzyl bromide

6-bromo-pyridin-3-ol

Downstream raw materials:

[18F]-N-(2-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-2-oxoethyl)-2-fluoropyridine-4-carboxamide