4-Isobutyl-3,5-dimethylthiophene-2-carboxylic acid → 2-Ethyl-4-[5-(4-isobutyl-3,5-dimethyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenol

HRID 1676149Notes

Reaction equation

HRID 1676149 reaction equation
[CH2:1]([C:5]1[C:6]([CH3:14])=[C:7]([C:11]([OH:13])=O)[S:8][C:9]=1[CH3:10])[CH:2]([CH3:4])[CH3:3].[OH:15][C:16]1[C:25]([CH3:26])=[CH:24][C:19]([C:20]([NH:22]O)=[NH:21])=[CH:18][C:17]=1[CH2:27][CH3:28]>>[CH2:27]([C:17]1[CH:18]=[C:19]([C:20]2[N:22]=[C:11]([C:7]3[S:8][C:9]([CH3:10])=[C:5]([CH2:1][CH:2]([CH3:3])[CH3:4])[C:6]=3[CH3:14])[O:13][N:21]=2)[CH:24]=[C:25]([CH3:26])[C:16]=1[OH:15])[CH3:28]

Participants

3

Reactant 2

HCID 594978664-Isobutyl-3,5-dimethylthiophene-2-carboxylic acidHCID 178436626HCID 178436626, compound

Product 1

HCID 1361334272-Ethyl-4-[5-(4-isobutyl-3,5-dimethyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenol

Procedure

2-Ethyl-4-[5-(4-isobutyl-3,5-dimethyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenol is prepared in analogy to Example 21 starting from 4-isobutyl-3,5-dimethyl-thiophene-2-carboxylic acid and 4,N-dihydroxy-3-ethyl-5-methyl-benzamidine; LC-MS: tR=1.20 min, [M+1]=371.04.

Sources & evidence

ORD record
ord-9a4efffcbafd4041b37abb3fa2fb0c12
Source dataset
uspto-grants-2011_08
Patent number
US08003800B2

Reaction notes

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