2-Bromobenzyl bromide → HCID 11596531, compound

HRID 550732Notes

Reaction equation

HRID 550732 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].[Br:28][C:29]1[CH:36]=[CH:35][CH:34]=[CH:33][C:30]=1[CH2:31]Br>>[Br:28][C:29]1[CH:36]=[CH:35][CH:34]=[CH:33][C:30]=1[CH2:31][N:9]1[C:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[S:14][C:11]=2[C:12](=[O:13])[N:7]([OH:6])[C:8]1=[O:21]

Participants

3

Reactant 2

HCID 769652-Bromobenzyl bromideHCID 672009343-(2,4-Dimethoxy-benzyloxy)-1H-benzo[4,5]thieno[3,2-d]pyrimidine-2,4-dione

Product 1

HCID 11596531HCID 11596531, 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 2-bromobenzyl bromide and subsequently deprotected to provide the title compound as a white solid. 1H NMR (d6-DMSO, 300 MHz) δ 5.58 (s, 2H); 7.16-7.19 (m, 1H); 7.25-7.31 (m, 2H); 7.34-7.43 (m, 1H); 7.48-7.57 (m, 2H); 7.78-7.81 (m, 1H); 8.43 (d, J=8 Hz, 1H); 11.10 (br s, 1H); Ret. time=2.87 min., m/z=403.0.

Sources & evidence

ORD record
ord-b8abb35807ce4179a0338c8dbb425ae4
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

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