Trifluoroacetic acid → HCID 67336475, compound

HRID 1675212Notes

Reaction equation

HRID 1675212 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10](=[O:33])[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][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27]([CH3:32])=[CH:26]2)(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][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27]([CH3:32])=[CH:26]2)=[O:33]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86617505HCID 86617505, compound

Product 1

HCID 67336475HCID 67336475, compoundYield 85.2%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 516892Sodium BicarbonateSolvent

Procedure

150 mg of 2-[4-(2-methyl-1H-indol-5-ylamino)-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 (100 mg, 82%).

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-f3acd18b8bc5462aae9c6485374480b4
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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