Trifluoroacetic acid → HCID 117622987, compound

HRID 56976Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:34]#[N:35])=[C:6]([C:8]2[C:13]([F:14])=[CH:12][N:11]([CH:15]([CH3:32])[C:16]([NH:18][C:19]3[CH:31]=[CH:30][C:22]([C:23]([O:25]C(C)(C)C)=[O:24])=[CH:21][CH:20]=3)=[O:17])[C:10](=[O:33])[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:34]#[N:35])=[C:6]([C:8]2[C:13]([F:14])=[CH:12][N:11]([CH:15]([CH3:32])[C:16]([NH:18][C:19]3[CH:31]=[CH:30][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=3)=[O:17])[C:10](=[O:33])[CH:9]=2)[CH:7]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 117622827HCID 117622827, compound

Product 1

HCID 117622987HCID 117622987, compound

Procedure

53 mg (0.11 mmol) of tert-butyl 4-({2-[4-(5-chloro-2-cyanophenyl)-5-fluoro-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate (racemate) (Example 11.1E) were hydrolysed with TFA according to General Method 2. Yield: 36 mg (77% of theory).

Sources & evidence

ORD record: ord-90874dccc75049879603f782a67443fb
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434690B2

Reaction notes

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