Pyrrolidine-3-carboxylic acid hydrochloride → (RS)-1-(2-{4-[5-(2-Isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetyl)-pyrrolidine-3-carboxylic acid

HRID 2040836Notes

Reaction equation

HRID 2040836 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](O)=[O:24])=[CH:18][CH:17]=3)[N:12]=2)[CH:8]=[C:7]([CH3:26])[N:6]=1)[CH:2]([CH3:4])[CH3:3].Cl.[NH:28]1[CH2:32][CH2:31][CH:30]([C:33]([OH:35])=[O:34])[CH2:29]1>>[CH2:1]([C:5]1[CH:10]=[C:9]([C:11]2[O:15][N:14]=[C:13]([C:16]3[CH:17]=[CH:18][C:19]([CH2:22][C:23]([N:28]4[CH2:32][CH2:31][CH:30]([C:33]([OH:35])=[O:34])[CH2:29]4)=[O:24])=[CH:20][CH:21]=3)[N:12]=2)[CH:8]=[C:7]([CH3:26])[N:6]=1)[CH:2]([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 44890816Pyrrolidine-3-carboxylic acid hydrochlorideHCID 59234753{4-[5-(2-Isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetic acid

Product 1

HCID 59234719(RS)-1-(2-{4-[5-(2-Isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetyl)-pyrrolidine-3-carboxylic acid

Procedure

(RS)-1-(2-{4-[5-(2-Isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetyl)-pyrrolidine-3-carboxylic acid is prepared from {4-[5-(2-isobutyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-acetic acid and (RS)-pyrrolidine-3-carboxylic acid hydrochloride in analogy to Example 65; LC-MS: tR=0.82, [M+1]+=448.10.

Sources & evidence

ORD record
ord-e1e9cb301f034a918d68efeacc8b43b0
Source dataset
uspto-grants-2013_11
Patent number
US08580824B2

Reaction notes

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