3-Acetylphenylboronic acid → 1-(3-{2-[2-(4-Hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-phenyl)-ethanone

HRID 14835Notes

Reaction equation

HRID 14835 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)[N:3]=1.[C:18]([C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[CH:25][CH:26]=1)(=[O:20])[CH3:19]>>[OH:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][CH2:9][NH:8][C:4]2[N:3]=[C:2]([C:25]3[CH:26]=[C:21]([C:18](=[O:20])[CH3:19])[CH:22]=[CH:23][CH:24]=3)[CH:7]=[CH:6][N:5]=2)=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 27343103-Acetylphenylboronic acidHCID 866032814-[2-(4-Chloro-pyrimidin-2-ylamino)-ethyl]-phenol

Product 1

HCID 670446891-(3-{2-[2-(4-Hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-phenyl)-ethanone

Procedure

Intermediate 61 was coupled with 3-acetyl phenylboronic acid following procedure A. LC-MS showed the product had the expected M+H+ of 334.

Sources & evidence

ORD record
ord-ed692131011341e3832ce46587a68031
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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