3-(2,4-Dimethoxy-benzyloxy)-1H-benzo[4,5]furo[3,2-d]pyrimidine-2,4-dione → 3-Hydroxy-1-(1-phenyl-ethyl)-1H-benzo[4,5]furo[3,2-d]pyrimidine-2,4-dione

HRID 550742Notes

Reaction equation

HRID 550742 reaction equation
COC1C=C(OC)C=CC=1C[O:6][N:7]1[C:12](=[O:13])[C:11]2[O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:10]=2[NH:9][C:8]1=[O:21]>C1C=CC=CC=1>[OH:6][N:7]1[C:12](=[O:13])[C:11]2[O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:10]=2[N:9]([CH:10]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:15]=2)[CH3:11])[C:8]1=[O:21]

Participants

3

Reactant 1

HCID 672018793-(2,4-Dimethoxy-benzyloxy)-1H-benzo[4,5]furo[3,2-d]pyrimidine-2,4-dione

Product 1

HCID 117167723-Hydroxy-1-(1-phenyl-ethyl)-1H-benzo[4,5]furo[3,2-d]pyrimidine-2,4-dione

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Following general procedure B2 and D1, 3-(2,4-Dimethoxy-benzyloxy)-1H-benzo[4,5]furo[3,2-d]pyrimidine-2,4-dione was alkylated with 1-bromoethyl)benzene and subsequently deprotected to provide the title compound as a white solid. 1H NMR (d6-DMSO, 300 MHz) δ 1.98 (d, J=7 Hz, 3H); 6.32 (br s, 1H); 7.25-7.43 (m, 7H); 7.59 (dd, J=8 Hz, 1H); 7.81 (d, J=8 Hz, 1H); Ret. time=2.54 min., m/z=323.0.

Sources & evidence

ORD record
ord-525248dece6048af908182722eaf17e7
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

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