Trifluoroacetic acid → HCID 66754743, compound

HRID 1632002Notes

Reaction equation

HRID 1632002 reaction equation
C([O:5][C:6](=[O:33])[CH:7]([N:10]1[C:14]2[CH:15]=[C:16]([C:19]#[N:20])[CH:17]=[CH:18][C:13]=2[N:12]([S:21]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)(=[O:23])=[O:22])[C:11]1=[O:32])[CH2:8][CH3:9])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[C:19]([C:16]1[CH:17]=[CH:18][C:13]2[N:12]([S:21]([C:24]3[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=3)(=[O:23])=[O:22])[C:11](=[O:32])[N:10]([CH:7]([CH2:8][CH3:9])[C:6]([OH:33])=[O:5])[C:14]=2[CH:15]=1)#[N:20]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66755128HCID 66755128, compound

Product 1

HCID 66754743HCID 66754743, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of 2-[6-cyano-3-(4-methoxy-benzenesulfonyl)-2-oxo-2,3-dihydrobenzoimidazol-1-yl]-butyric acid tert-butyl ester (34 mg, 0.07 mmol) in CH2Cl2 (1 mL) was treated with trifluoroacetic acid (1 mL). The reaction mixture was stirred at room temperature for 3 hours, concentrated in vacuo and co-evaporated the solvent with toluene (3×) to afford 2-[6-cyano-3-(4-methoxy-benzenesulfonyl)-2-oxo-2,3-dihydrobenzoimidazol-1-yl]-butyric acid (29 mg, 99%) as a white solid.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fe6a01b249e243218ce8c0e8895e2fa2
Source dataset
uspto-grants-2014_07
Patent number
US08791148B2

Reaction notes

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