4-Acetylphenylboronic acid → HCID 59846303, compound

HRID 550734Notes

Reaction equation

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

Participants

Reactant 2

HCID 37021224-Acetylphenylboronic acid

HCID 11704093HCID 11704093, compound

Product 1

HCID 59846303HCID 59846303, compound

Procedure

1-(4-Bromo-benzyl)-3-hydroxy-1H-benzo[4,5]thieno[3,2-d]pyrimidine-2,4-dione was treated with 4-acetylphenylboronic acid according to general procedure C. The title compound was obtained as a yellow solid following purification by preparative HPLC. 1H NMR (d6-DMSO, 300 MHz) δ 2.63 (s, 3H); 5.80 (s, 2H); 7.70-8.20 (m, 12H); Ret. time=2.89, m/z=441.0.

Sources & evidence

ORD record: ord-de5966e0d1104208ae86f05ddd0d26ca
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947691B2

Reaction notes

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