1,2,4-Triazole-1-acetic acid → HCID 67009741, compound

HRID 1630084Notes

Reaction equation

HRID 1630084 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([C@H:16]3[CH2:20][C@@H:19]([OH:21])[CH2:18][NH:17]3)=[O:15])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[N:24]1([CH2:29][C:30](O)=[O:31])[CH:28]=[N:27][CH:26]=[N:25]1>>[N:24]1([CH2:29][C:30]([N:17]2[CH2:18][C@H:19]([OH:21])[CH2:20][C@@H:16]2[C:14]([NH:13][C:10]2[CH:9]=[CH:8][C:7]([O:6][C:5]3[CH:22]=[CH:23][C:2]([F:1])=[CH:3][CH:4]=3)=[CH:12][CH:11]=2)=[O:15])=[O:31])[CH:28]=[N:27][CH:26]=[N:25]1

Participants

3

Reactant 2

HCID 18101801,2,4-Triazole-1-acetic acidHCID 67010056HCID 67010056, compound

Product 1

HCID 67009741HCID 67009741, compoundYield 70%

Procedure

Proceeding as in Reference 11, but substituting (2R,4R)—N-(4-(4-fluorophenoxy)phenyl)-4-hydroxypyrrolidine-2-carboxamide and 2-(1H-1,2,4-triazol-1-yl)acetic acid gave (2R,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-N-(4-(4-fluorophenoxy)phenyl)-4-hydroxypyrrolidine-2-carboxamide (1.37 g, 3.25 mmol, 70% yield) as an off-white solid.

Sources & evidence

ORD record
ord-759e787173304fc4a1e3fac7771b7e5e
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

Loading…