(S)-1-(5-Aminopyridin-2-yl)pyrrolidin-3-ol → 2-(2-bromo-phenyl)-5-trifluoromethyl-oxazole-4-carboxylic acid [6-((S)-3-hydroxy-pyrrolidin-1-yl)-pyridin-3-yl]-amide

HRID 2236288Notes

Reaction equation

HRID 2236288 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:9][C:10]([C:16]([F:19])([F:18])[F:17])=[C:11]([C:13]([OH:15])=O)[N:12]=1.[NH2:20][C:21]1[CH:22]=[CH:23][C:24]([N:27]2[CH2:31][CH2:30][C@H:29]([OH:32])[CH2:28]2)=[N:25][CH:26]=1>>[OH:32][C@H:29]1[CH2:30][CH2:31][N:27]([C:24]2[N:25]=[CH:26][C:21]([NH:20][C:13]([C:11]3[N:12]=[C:8]([C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=4[Br:1])[O:9][C:10]=3[C:16]([F:19])([F:18])[F:17])=[O:15])=[CH:22][CH:23]=2)[CH2:28]1

Participants

3

Reactant 2

HCID 53255820(S)-1-(5-Aminopyridin-2-yl)pyrrolidin-3-olHCID 59301376HCID 59301376, compound

Product 1

HCID 593013112-(2-bromo-phenyl)-5-trifluoromethyl-oxazole-4-carboxylic acid [6-((S)-3-hydroxy-pyrrolidin-1-yl)-pyridin-3-yl]-amide

Procedure

With a method similar to example 43 above, 2-(2-bromo-phenyl)-5-trifluoromethyl-oxazole-4-carboxylic acid [6-((S)-3-hydroxy-pyrrolidin-1-yl)-pyridin-3-yl]-amide was prepared from 2-(2-bromo-phenyl)-5-trifluoromethyl-oxazole-4-carboxylic acid and (S)-1-(5-Amino-pyridin-2-yl)-pyrrolidin-3-ol. LCMS calcd for C20H16BrF3N4O3 m/e 497, obsd 498.

Sources & evidence

ORD record
ord-ec94f5ce3329470588784ef7641646e6
Source dataset
uspto-grants-2010_05
Patent number
US07714126B2

Reaction notes

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