Trifluoroacetic acid → Trifluoroacetic acid

HRID 2217769Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:34]=[C:35]([Cl:44])[C:36]=1[NH:37][C:38](=[O:43])[CH2:39][N:40]([CH3:42])[CH3:41])[CH2:5][NH:6][C:7]([NH:16][C:17]([C@H:19]1[CH2:23][CH2:22][CH2:21][N:20]1[C:24]1[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=1)=[O:18])=[N:8]C(=O)OC(C)(C)C.[C:45]([OH:51])([C:47]([F:50])([F:49])[F:48])=[O:46]>>[NH2:8]/[C:7](/[NH:6][CH2:5][C:4]1[CH:34]=[C:35]([Cl:44])[C:36]([NH:37][C:38](=[O:43])[CH2:39][N:40]([CH3:41])[CH3:42])=[C:2]([Cl:1])[CH:3]=1)=[N:16]\[C:17]([C@H:19]1[CH2:23][CH2:22][CH2:21][N:20]1[C:24]1[CH:25]=[CH:26][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:28][CH:29]=1)=[O:18].[C:45]([OH:51])([C:47]([F:50])([F:49])[F:48])=[O:46]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 178483944HCID 178483944, compound

Product 2

HCID 6422Trifluoroacetic acid

HCID 178483946HCID 178483946, compound

Procedure

To a solution of: (R)-tert-butyl (3,5-dichloro-4-(2-(dimethylamino)-acetamido)benzylamino)(1-(4-(trifluoromethyl)phenyl)-pyrrolidine-2-carboxamido)-methylenecarbamate (4 mg) in dichloromrthane (0.10 mL) was added TFA (0.50 μL), and the resulting mixture was stirred at room temperature for 12 h. The solvents were removed in vacuo to give the title compound as its TFA salt (3 mg). retention time: 1.52 min (method A). MS (ESI) (M+H)+ 559.13.

Workup

customThe solvents were removed in vacuo

Sources & evidence

ORD record: ord-871cfa016ab34cc2a29aa2c36728c1fa
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07408071B2

Reaction notes

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