1-(3-Chloro-2,4-dihydroxy-phenyl)ethanone → 1-{3-Chloro-2-hydroxy-4-[3-(3-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-phenyl}-ethanone

HRID 1818602Notes

Reaction equation

HRID 1818602 reaction equation
[OH:1][C:2]1[C:7](C)=[C:6]([O:9][CH2:10][C:11]2[O:15][N:14]=[C:13]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([I:23])[CH:18]=3)[N:12]=2)[CH:5]=[CH:4][C:3]=1[C:24](=[O:26])[CH3:25].[Cl:27]C1C(O)=C(C(=O)C)C=CC=1O>>[Cl:27][C:7]1[C:2]([OH:1])=[C:3]([C:24](=[O:26])[CH3:25])[CH:4]=[CH:5][C:6]=1[O:9][CH2:10][C:11]1[O:15][N:14]=[C:13]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([I:23])[CH:18]=2)[N:12]=1

Participants

3

Reactant 2

HCID 574382941-(3-Chloro-2,4-dihydroxy-phenyl)ethanoneHCID 666996211-{2-Hydroxy-4-[3-(3-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-3-methyl-phenyl}-ethanone

Product 1

HCID 666995681-{3-Chloro-2-hydroxy-4-[3-(3-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-phenyl}-ethanone

Procedure

The title compound is prepared essentially as described for 1-{2-hydroxy-4-[3-(3-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-3-methyl-phenyl}-ethanone, employing 1-(3-chloro-2,4-dihydroxy-phenyl)-ethanone (57%). LC-MS (m/e): 483 (M−1).

Sources & evidence

ORD record
ord-c139732efc5341f1ad4f17df4ef7fa62
Source dataset
uspto-grants-2009_10
Patent number
US07598423B2

Reaction notes

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