Trifluoroacetic acid → HCID 67332839, compound

HRID 1672248Notes

Reaction equation

HRID 1672248 reaction equation
C([O:5][C:6](=[O:29])[CH2:7][CH2:8][CH:9]([C:26](=[O:28])[NH2:27])[NH:10][C:11](=[O:25])[C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]2[N:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[CH:14][CH:13]=1)(C)(C)C.C(O)(C(F)(F)F)=O>ClC(Cl)C>[C:26]([CH:9]([NH:10][C:11](=[O:25])[C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]2[N:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[CH:14][CH:13]=1)[CH2:8][CH2:7][C:6]([OH:29])=[O:5])(=[O:28])[NH2:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67332004HCID 67332004, compound

Product 1

HCID 67332839HCID 67332839, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

4-Carbamoyl-4-[4-(pyrimidin-2-ylamino)-benzoylamino]-butyric acid tert-butyl ester was dissolved in dichloroethane (10 mL), followed by the addition of TFA (5 mL). The mixture was stirred at room temperature for 4 hrs. TLC indicated the reaction was complete. Solvents were then removed by rotavap and the residue was washed with EtOAc. A solid was collected by filtration and dried in vacuum oven overnight. 4-Carbamoyl-4-[4-(pyrimidin-2-ylamino)-benzoylamino]-butyric acid was obtained in quantitative yield (285 mg). MS (ESI) m/z 344.

Workup

  1. customSolvents were then removed by rotavap
  2. washthe residue was washed with EtOAc
  3. filtrationA solid was collected by filtration
  4. customdried in vacuum oven overnight

Sources & evidence

ORD record
ord-143836f8a701498f865f620819d878c8
Source dataset
uspto-grants-2011_08
Patent number
US07998965B2

Reaction notes

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