Benzyl Bromide → HCID 11610575, compound

HRID 550747Notes

Reaction equation

[CH2:1]([N:3]([CH2:31][CH3:32])[C:4]1[CH:30]=[CH:29][C:7]2[C:8]3[NH:9][C:10](=[O:28])[N:11]([O:16]CC4C=CC(OC)=CC=4OC)[C:12](=[O:15])[C:13]=3[O:14][C:6]=2[CH:5]=1)[CH3:2].[CH2:33](Br)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[CH2:33]([N:9]1[C:8]2[C:7]3[CH:29]=[CH:30][C:4]([N:3]([CH2:31][CH3:32])[CH2:1][CH3:2])=[CH:5][C:6]=3[O:14][C:13]=2[C:12](=[O:15])[N:11]([OH:16])[C:10]1=[O:28])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

Reactant 2

HCID 7498Benzyl Bromide

HCID 67202446HCID 67202446, compound

Product 1

HCID 11610575HCID 11610575, compound

Procedure

Following general procedure B2 and D1, 7-Diethylamino-3-(2,4-dimethoxy-benzyloxy)-1H-benzo[4,5]furo[3,2-d]pyrimidine-2,4-dione was alkylated with benzyl bromide and subsequently deprotected to provide the title compound as a white solid. 1H NMR (d6-DMSO, 300 MHz) 1.09 (t, J=7 Hz, 6H); 3.34-3.47 (m, 4H); 5.48 (s, 2H); 6.69-6.83 (m, 2H); 7.24-7.37 (m, 5H); 7.48 (d, J=9 Hz, 1H); 10.75 (br s, 1H); Ret. time=2.97 min., m/z=380.0.

Sources & evidence

ORD record: ord-20e81e8f6bb846e58c9840245d9c6095
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947691B2

Reaction notes

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