Trifluoroacetic acid → Trifluoroacetic acid

HRID 1257892Notes

Reaction equation

HRID 1257892 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]1[CH:29]=[C:28]([C:30]2[CH:31]=[N:32][C:33]3[N:34]([C:36]([CH2:39][C:40]4[CH:41]=[C:42]5[C:47](=[CH:48][CH:49]=4)[N:46]=[CH:45][CH:44]=[CH:43]5)=[CH:37][N:38]=3)[N:35]=2)[CH:27]=[CH:26][C:10]=1[C:11]([NH:13][C@@H:14]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:15]([O:17]C(C)(C)C)=[O:16])=[O:12]>C(Cl)Cl>[F:8][C:9]1[CH:29]=[C:28]([C:30]2[CH:31]=[N:32][C:33]3[N:34]([C:36]([CH2:39][C:40]4[CH:41]=[C:42]5[C:47](=[CH:48][CH:49]=4)[N:46]=[CH:45][CH:44]=[CH:43]5)=[CH:37][N:38]=3)[N:35]=2)[CH:27]=[CH:26][C:10]=1[C:11]([NH:13][C@@H:14]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:15]([OH:17])=[O:16])=[O:12].[C:3]([OH:5])([C:2]([F:7])([F:6])[F:1])=[O:4]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67224374tert-butyl (2S)-2-(2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoylamino)-3,3-dimethylbutanoate

Product 2

HCID 6422Trifluoroacetic acidHCID 67223955(2S)-2-(2-Fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoylamino)-3,3-dimethylbutanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (1.0 mL, 0.013 mol) was added to a solution of tert-butyl (2S)-2-(2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoylamino)-3,3-dimethylbutanoate (0.092 g, 0.16 mmol) in methylene chloride (1.0 mL) and stirred at RT for 2 h. The volatiles were removed under reduced pressure to give the desired product as a TFA salt. LCMS: (M+H)=513.4.

Workup

  1. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-86c0a39768b14b97a94c34f6af409c08
Source dataset
uspto-grants-2013_06
Patent number
US08461330B2

Reaction notes

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