2-(Diethylamino)-6-methylisonicotinic acid → 3-{4-[5-(2-Diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenyl}-propionic acid

HRID 2047330Notes

Reaction equation

HRID 2047330 reaction equation
[CH2:1]([N:3]([CH2:14][CH3:15])[C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([CH3:13])[N:12]=1)[C:7]([OH:9])=O)[CH3:2].C([O:20][C:21](=[O:37])[CH2:22][CH2:23][C:24]1[C:29]([CH3:30])=[CH:28][C:27]([C:31](=[NH:34])[NH:32]O)=[CH:26][C:25]=1[CH2:35][CH3:36])(C)(C)C>>[CH2:14]([N:3]([CH2:1][CH3:2])[C:4]1[CH:5]=[C:6]([C:7]2[O:9][N:34]=[C:31]([C:27]3[CH:28]=[C:29]([CH3:30])[C:24]([CH2:23][CH2:22][C:21]([OH:37])=[O:20])=[C:25]([CH2:35][CH3:36])[CH:26]=3)[N:32]=2)[CH:10]=[C:11]([CH3:13])[N:12]=1)[CH3:15]

Participants

3

Reactant 2

HCID 584180552-(Diethylamino)-6-methylisonicotinic acidHCID 178436624tert-butyl 3-[2-ethyl-4-[(Z)-N'-hydroxycarbamimidoyl]-6-methylphenyl]propanoate

Product 1

HCID 685785303-{4-[5-(2-Diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenyl}-propionic acid

Procedure

The title compound is prepared in analogy to Example 8 starting from 2-(diethylamino)-6-methyl-isonicotinic acid and 3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenyl]-propionic acid tert-butyl ester; LC-MS: tR=0.88 min; [M+1]+=423.17.

Sources & evidence

ORD record
ord-4a99ec6b3c4a4d5ca75fcf24900d5780
Source dataset
uspto-grants-2013_11
Patent number
US08592460B2

Reaction notes

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