Serinol → N-(2-Hydroxy-1-hydroxymethyl-ethyl)-2-{4-[5-(2-isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetamide

HRID 2040835Notes

Reaction equation

HRID 2040835 reaction equation
[CH2:1]([C:5]1[CH:10]=[C:9]([C:11]2[O:15][N:14]=[C:13]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=O)=[CH:18][CH:17]=3)[N:12]=2)[CH:8]=[C:7]([CH3:26])[N:6]=1)[CH:2]([CH3:4])[CH3:3].[NH2:27][CH:28]([CH2:31][OH:32])[CH2:29][OH:30]>>[OH:30][CH2:29][CH:28]([NH:27][C:23](=[O:25])[CH2:22][C:19]1[CH:20]=[CH:21][C:16]([C:13]2[N:12]=[C:11]([C:9]3[CH:8]=[C:7]([CH3:26])[N:6]=[C:5]([CH2:1][CH:2]([CH3:3])[CH3:4])[CH:10]=3)[O:15][N:14]=2)=[CH:17][CH:18]=1)[CH2:31][OH:32]

Participants

3

Reactant 2

HCID 68294SerinolHCID 59234753{4-[5-(2-Isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetic acid

Product 1

HCID 68556838N-(2-Hydroxy-1-hydroxymethyl-ethyl)-2-{4-[5-(2-isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetamide

Procedure

N-(2-Hydroxy-1-hydroxymethyl-ethyl)-2-{4-[5-(2-isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetamide is prepared from {4-[5-(2-isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetic acid and 2-amino-propane-1,3-diol in analogy to Example 65; LC-MS: tR=0.73, [M+1-1]+=425.06.

Sources & evidence

ORD record
ord-7a7a4d1213744935a9445bf1dd02fc58
Source dataset
uspto-grants-2013_11
Patent number
US08580824B2

Reaction notes

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