3-Pyridinylboronic acid → N-[4-Methoxy-3-(4-methylpiperazin-1-yl)phenyl]-4-(pyridin-3-yl)naphth-1-ylacetamide

HRID 1275022Notes

Reaction equation

HRID 1275022 reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([N:24]3[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]3)[CH:17]=2)=[O:14])=[CH:4][CH:3]=1.[N:31]1[CH:36]=[CH:35][CH:34]=[C:33](B(O)O)[CH:32]=1>>[CH3:23][O:22][C:19]1[CH:20]=[CH:21][C:16]([NH:15][C:13](=[O:14])[CH2:12][C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]([C:33]3[CH:32]=[N:31][CH:36]=[CH:35][CH:34]=3)=[CH:3][CH:4]=2)=[CH:17][C:18]=1[N:24]1[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 221188884-Bromo-N-[4-methoxy-3-(4-methylpiperizin-1-yl)phenyl]naphth-1-yl Acetamide

Product 1

HCID 22118931N-[4-Methoxy-3-(4-methylpiperazin-1-yl)phenyl]-4-(pyridin-3-yl)naphth-1-ylacetamide

Procedure

The title compound was prepared from 4-bromo-N-[4-methoxy-3-(4-methyipiperazin-1-yl)phenyl]-1-naphthylacetamide (E9) and 3-pyridylboronic acid using a similar procedure to Example 4 as a white solid (32%).

Sources & evidence

ORD record
ord-acd181a5e1614f2082587609493a7067
Source dataset
uspto-grants-2000_12
Patent number
US06159979

Reaction notes

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