(3-Acetamidophenyl)boronic acid → Fen1-IN-5

HRID 550717Notes

Reaction equation

HRID 550717 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].[NH:21]([C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[CH:29][CH:30]=1)[C:22]([CH3:24])=[O:23]>>[OH:16][N:8]1[C:9](=[O:15])[C:10]2[S:14][CH:13]=[CH:12][C:11]=2[N:6]([CH2:5][C:4]2[CH:3]=[C:2]([C:29]3[CH:28]=[CH:27][CH:26]=[C:25]([NH:21][C:22](=[O:23])[CH3:24])[CH:30]=3)[CH:20]=[CH:19][CH:18]=2)[C:7]1=[O:17]

Participants

3

Reactant 2

HCID 157274(3-Acetamidophenyl)boronic acidHCID 115448741-(3-Bromo-benzyl)-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione

Product 1

HCID 11611180Fen1-IN-5

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-acetamino-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-86c34690e4c344d99def78d418731183
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

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