Trifluoroacetic acid → HCID 68846629, compound

HRID 228053Notes

Reaction equation

HRID 228053 reaction equation
[F:1][C@@H:2]1[CH2:6][N:5]([C:7](=[O:34])[CH2:8][NH:9][C:10]23[CH2:17][CH2:16][C:13]([C:18]([NH:20][C:21]4[CH:26]=[CH:25][C:24]([C:27]([O:29]C(C)(C)C)=[O:28])=[CH:23][CH:22]=4)=[O:19])([CH2:14][CH2:15]2)[CH2:12][CH2:11]3)[C@H:4]([C:35]#[N:36])[CH2:3]1.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>ClCCl>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[F:1][C@@H:2]1[CH2:6][N:5]([C:7](=[O:34])[CH2:8][NH:9][C:10]23[CH2:17][CH2:16][C:13]([C:18]([NH:20][C:21]4[CH:22]=[CH:23][C:24]([C:27]([OH:29])=[O:28])=[CH:25][CH:26]=4)=[O:19])([CH2:14][CH2:15]2)[CH2:12][CH2:11]3)[C@H:4]([C:35]#[N:36])[CH2:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57756737HCID 57756737, compound

Product 1

HCID 68846629HCID 68846629, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(2S,4S)-4-Fluoro-1-[[N-[4-[N-[4-(1,1-dimethylethyloxycarbonyl)phenyl]amino]carbonylbicyclo[2.2.2]oc t-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile (23.0 mg) was dissolved in dichloromethane (0.2 mL). To this solution, trifluoroacetic acid (0.2 mL) was added and the mixture was stirred at room temperature for 1 hour. Subsequently, the reaction mixture was concentrated under reduced pressure to give (2S,4S)-4-fluoro-1-[[N-[4-[N-(4-carboxyphenyl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile trifluoroacetate (24.5 mg).

Workup

  1. concentrationSubsequently, the reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-10b8f87bdc40460095018af91e2d5de7
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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