4-(Chloromethyl)-2-methyl-1,3-thiazole → HCID 11681455, compound

HRID 550737Notes

Reaction equation

HRID 550737 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].Cl[CH2:29][C:30]1[N:31]=[C:32]([CH3:35])[S:33][CH:34]=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]([CH2:29][C:30]2[N:31]=[C:32]([CH3:35])[S:33][CH:34]=2)[C:8]1=[O:21]

Participants

3

Reactant 2

HCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazoleHCID 672018793-(2,4-Dimethoxy-benzyloxy)-1H-benzo[4,5]furo[3,2-d]pyrimidine-2,4-dione

Product 1

HCID 11681455HCID 11681455, 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 4-(chloromethyl)-2-methyl-1,3-thiazole and subsequently deprotected to provide the title compound as a white solid. 1H NMR (d6-DMSO, 300 MHz) δ 2.59 (s, 3H); 5.54 (s, 2H); 7.38 (dd, J=8 Hz, 1H); 7.44 (s, 1H); 7.62 (dd, J=8 Hz, 1H); 7.81 (d, J=8 Hz, 1H); 7.87 (d, J=8 Hz, 1H); Ret. time=2.01 min., m/z=330.0.

Sources & evidence

ORD record
ord-f50eca11268840668aaa430289135d47
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

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