Trifluoroacetic acid → HCID 117622796, compound

HRID 57079Notes

Reaction equation

[Cl:1][C:2]1[C:3]([C:30]2[CH:35]=[C:34]([Cl:36])[CH:33]=[CH:32][C:31]=2[C:37]#[N:38])=[CH:4][C:5](=[O:29])[N:6]([CH:8]([CH2:25][CH2:26][O:27][CH3:28])[C:9]([NH:11][C:12]2[CH:24]=[CH:23][C:15]([C:16]([O:18]C(C)(C)C)=[O:17])=[CH:14][CH:13]=2)=[O:10])[CH:7]=1.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[C:3]([C:30]2[CH:35]=[C:34]([Cl:36])[CH:33]=[CH:32][C:31]=2[C:37]#[N:38])=[CH:4][C:5](=[O:29])[N:6]([CH:8]([CH2:25][CH2:26][O:27][CH3:28])[C:9]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:23][CH:24]=2)=[O:10])[CH:7]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 117622599HCID 117622599, compound

Product 1

HCID 117622796HCID 117622796, compound

Procedure

438 mg (0.76 mmol) of tert-butyl 4-({2-[5-chloro-4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-4-methoxybutanoyl}amino)benzoate (racemate) were hydrolysed with TFA according to General Method 2. The crude product was purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient). Yield: 123 mg (32% of theory)

Workup

customThe crude product was purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient)

Sources & evidence

ORD record: ord-13e9b83039b445d582dd0eb52f38b2d4
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434690B2

Reaction notes

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