N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Base Information

Chemical Name:N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
CAS No.:1416549-11-5
Molecular Formula:C₃₁H₃₇BN₄O₅
Molecular Weight:556.47
Hs Code.:

Synonyms:N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

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Chemical Property of N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

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Technology Process of N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

There total 7 articles about N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide 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:

: 269409-73-6
3-carboxyphenylboronic acid pinacol ester

: 1215900-43-8
C₁₈H₂₂N₄O₂

: 1416549-11-5
N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Guidance literature:: 3-carboxyphenylboronic acid pinacol ester; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In dichloromethane;

C₁₈H₂₂N₄O₂; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/ol303164h

Reference yield:

: 823197-35-9
1-[5-(benzyloxy)pyridin-2-yl]piperazine

: 1416549-11-5
N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: isobutyl chloroformate; triethylamine / tetrahydrofuran / -30 - -15 °C

1.2: -15 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 20 °C

2.2: pH 10

3.1: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane

3.2: 5 h / 20 °C

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol303164h

Reference yield:

: 1215855-70-1
tert-butyl N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}carbamate

: 1416549-11-5
N-{2-[4-(5-(benzyloxy)pyridin-2-yl)piperazin-1-yl]-2-oxoethyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 20 °C

1.2: pH 10

2.1: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane

2.2: 5 h / 20 °C

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ol303164h