Trifluoroacetic acid → 2-[4-(5-Chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-5,5,5-trifluor-4-methylpentanoic acid

HRID 56803Notes

Reaction equation

HRID 56803 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:32]#[N:33])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH2:24][CH:25]([CH3:30])[C:26]([F:29])([F:28])[F:27])[C:17]([O:19]C(C)(C)C)=[O:18])[C:10](=[O:31])[CH:9]=2)[CH:7]=1.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:32]#[N:33])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH2:24][CH:25]([CH3:30])[C:26]([F:28])([F:29])[F:27])[C:17]([OH:19])=[O:18])[C:10](=[O:31])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117622971HCID 117622971, compound

Product 1

HCID 1176227432-[4-(5-Chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-5,5,5-trifluor-4-methylpentanoic acid

Procedure

190 mg (purity 92%, 0.36 mmol) of tert-butyl 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-5,5,5-trifluor-4-methylpentanoate (mixture of racemic diastereomers) were hydrolysed with TFA according to General Method 6A. The crude product was reacted in the next step without further purification. Yield: 129 mg

Sources & evidence

ORD record
ord-17107461077a4154b76bc11020ea2953
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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