Trifluoroacetic acid → HCID 67334952, compound

HRID 1675213Notes

Reaction equation

HRID 1675213 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10](=[O:31])[NH:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]=[CH:17][N:16]=[C:15]2[NH:22][CH:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH3:24])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl.C(=O)(O)[O-].[Na+]>[NH2:7][CH2:8][CH2:9][C:10]([NH:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]=[CH:17][N:16]=[C:15]2[NH:22][CH:23]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[CH3:24])=[O:31]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86617506HCID 86617506, compound

Product 1

HCID 67334952HCID 67334952, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 516892Sodium BicarbonateSolvent

Procedure

250 mg of 2-[4-(1-phenyl-ethylamino)-quinazolin-6-ylcarbamoyl]-ethyl-carbamic acid t-butylester dissolved in 5 ml of methylene chloride was reacted with 5 ml of trifluoroacetic acid at room temperature for 4 hours. The residue obtained from distillation of the reacted solution under a reduced pressure was stirred in 50 ml of saturated aqueous sodium bicarbonate solution for 30 mins, filtered under a reduced pressure, and dried to obtain the title compound (90 mg, 52%).

Workup

  1. customThe residue obtained from distillation of the reacted solution under a reduced pressure
  2. filtrationfiltered under a reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-35d10c75bec74c7fa78261b57365c535
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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