(3-Acetamidophenyl)boronic acid → N-[3-(8-(2,4-difluorophenyl)-2-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl)phenyl]acetamide

HRID 223004Notes

Reaction equation

HRID 223004 reaction equation
Cl[C:2]1[C:3]2[CH:17]=[CH:16][C:15](=[O:18])[N:14]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])[C:4]=2[N:5]=[C:6]([NH:8][CH:9]([CH2:12][OH:13])[CH2:10][OH:11])[N:7]=1.[C:27]([NH:30][C:31]1[CH:32]=[C:33](B(O)O)[CH:34]=[CH:35][CH:36]=1)(=[O:29])[CH3:28]>>[F:26][C:20]1[CH:21]=[C:22]([F:25])[CH:23]=[CH:24][C:19]=1[N:14]1[C:4]2[N:5]=[C:6]([NH:8][CH:9]([CH2:12][OH:13])[CH2:10][OH:11])[N:7]=[C:2]([C:35]3[CH:36]=[C:31]([NH:30][C:27](=[O:29])[CH3:28])[CH:32]=[CH:33][CH:34]=3)[C:3]=2[CH:17]=[CH:16][C:15]1=[O:18]

Participants

3

Reactant 2

HCID 157274(3-Acetamidophenyl)boronic acidHCID 119515164-chloro-8-(2,4-difluorophenyl)-2-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one

Product 1

HCID 59212692N-[3-(8-(2,4-difluorophenyl)-2-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl)phenyl]acetamide

Procedure

The title compound was prepared by following the procedure in example 96d from 4-chloro-8-(2,4-difluorophenyl)-2-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one and [3-(acetylamino)phenyl]boronic acid: LC-MS m/z 482 (M+H)+, retention 2.69 min.

Workup

  1. customLC-MS m/z 482 (M+H)+, retention 2.69 min.

Sources & evidence

ORD record
ord-ad29b24285634637a9550f3578442293
Source dataset
uspto-grants-2012_06
Patent number
US08207176B2

Reaction notes

Loading…