Hydrochloric Acid → 3-{4-[5-(2-Diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenyl}-N-(2-hydroxy-ethyl)-propionamide

HRID 2047331Notes

Reaction equation

[CH2:1]([N:3]([CH2:30][CH3:31])[C:4]1[CH:9]=[C:8]([C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:20]=[C:19]([CH3:21])[C:18]([CH2:22][CH2:23][C:24]([OH:26])=O)=[C:17]([CH2:27][CH3:28])[CH:16]=3)[N:11]=2)[CH:7]=[C:6]([CH3:29])[N:5]=1)[CH3:2].[CH2:32]([CH2:34][NH2:35])[OH:33].Cl>>[CH2:1]([N:3]([CH2:30][CH3:31])[C:4]1[CH:9]=[C:8]([C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:20]=[C:19]([CH3:21])[C:18]([CH2:22][CH2:23][C:24]([NH:35][CH2:34][CH2:32][OH:33])=[O:26])=[C:17]([CH2:27][CH3:28])[CH:16]=3)[N:11]=2)[CH:7]=[C:6]([CH3:29])[N:5]=1)[CH3:2]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 700Ethanolamine

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

Product 1

HCID 685784363-{4-[5-(2-Diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenyl}-N-(2-hydroxy-ethyl)-propionamide

Procedure

The title compound is prepared by coupling 3-{4-[5-(2-diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenyl}-propionic acid with ethanolamine as described in Example 26 omitting the treatment with HCl; LC-MS: tR=0.80 min; [M+1]+=466.26.

Sources & evidence

ORD record: ord-c5e2a68f5d8c48a0a7b110cde63e5069
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592460B2

Reaction notes

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