Methyl 5-(chloromethyl)-2-furoate → HCID 11632142, compound

HRID 550728Notes

Reaction equation

HRID 550728 reaction equation
COC1C=C(OC)C=CC=1C[O:6][N:7]1[C:12](=[O:13])[C:11]2[S: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].Cl[CH2:29][C:30]1[O:34][C:33]([C:35]([O:37][CH3:38])=[O:36])=[CH:32][CH:31]=1>>[CH3:38][O:37][C:35]([C:33]1[O:34][C:30]([CH2:29][N:9]2[C:10]3[C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=4[S:14][C:11]=3[C:12](=[O:13])[N:7]([OH:6])[C:8]2=[O:21])=[CH:31][CH:32]=1)=[O:36]

Participants

3

Reactant 2

HCID 75065Methyl 5-(chloromethyl)-2-furoateHCID 672009343-(2,4-Dimethoxy-benzyloxy)-1H-benzo[4,5]thieno[3,2-d]pyrimidine-2,4-dione

Product 1

HCID 11632142HCID 11632142, compound

Procedure

Following general procedure B2 and D1, 3-(2,4-Dimethoxy-benzyloxy)-1H-benzo[4,5]thieno[3,2-d]pyrimidine-2,4-dione was alkylated with methyl 5-chloromethyl-2-furoate and subsequently deprotected to provide the title compound as a white solid. 1H NMR (d6-DMSO, 300 MHz) δ 3.64 (s, 3H); 5.60 (s, 2H); 6.48 (d, J=3 Hz, 1H); 7.09 (d, J=3 Hz, 1H); 7.32 (dd, J=8 Hz, 1H); 7.44 (dd, J=8 Hz, 1H); 7.92 (d, J=9 Hz, 1H); 8.00 (d, J=8 Hz, 1H); Ret. time=2.33 min., m/z=373.0.

Sources & evidence

ORD record
ord-95bb1aaa2a244ad495abb34ffc7d2d28
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

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