3-Acetylphenylboronic acid → 1-(3'-Acetyl-biphenyl-3-ylmethyl)-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione

HRID 550716Notes

Reaction equation

HRID 550716 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[CH2:5][N:6]1[C:11]2[CH:12]=[CH:13][S:14][C:10]=2[C:9](=[O:15])[N:8]([OH:16])[C:7]1=[O:17].[C:21]([C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1)(=[O:23])[CH3:22]>>[C:21]([C:24]1[CH:29]=[C:28]([C:2]2[CH:20]=[CH:19][CH:18]=[C:4]([CH2:5][N:6]3[C:11]4[CH:12]=[CH:13][S:14][C:10]=4[C:9](=[O:15])[N:8]([OH:16])[C:7]3=[O:17])[CH:3]=2)[CH:27]=[CH:26][CH:25]=1)(=[O:23])[CH3:22]

Participants

3

Reactant 2

HCID 27343103-Acetylphenylboronic acidHCID 115448741-(3-Bromo-benzyl)-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione

Product 1

HCID 116253241-(3'-Acetyl-biphenyl-3-ylmethyl)-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione

Procedure

The title compound was prepared from 1-(3-Bromo-benzyl)-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione (from previous example) and 3-acetyl-phenyl boronic acid via general procedure C. The crude product was purified by mass-triggered preparative HPLC.

Workup

  1. customThe crude product was purified by mass-triggered preparative HPLC

Sources & evidence

ORD record
ord-03124c44156d46deb71d34677b900e36
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

Loading…