Allyl bromide → HCID 11615844, compound

HRID 550741Notes

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].[CH2:28](Br)[CH:29]=[CH2:30]>>[CH2:30]([N:9]1[C:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[O:14][C:11]=2[C:12](=[O:13])[N:7]([OH:6])[C:8]1=[O:21])[CH:29]=[CH2:28]

Participants

Reactant 2

HCID 7841Allyl bromide

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

Product 1

HCID 11615844HCID 11615844, compound

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 allyl bromide and subsequently deprotected to provide the title compound as a white solid. 1H NMR (d6-DMSO, 300 MHz) δ 4.92-4.94 (m, 2H); 5.09-5.18 (m, 2H); 6.03-6.16 (m, 1H); 7.45 (dd, J=8 Hz, 1H); 7.65 (dd, J=8 Hz, 1H); 7.81 (d, J=8 Hz, 1H); 7.98 (d, J=8 Hz, 1H); Ret. time=1.94 min., m/z=259.0.

Sources & evidence

ORD record: ord-4b81fbdb59b4461b88071aa5ef509986
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947691B2

Reaction notes

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