Trifluoroacetic acid → HCID 67335611, compound

HRID 1675214Notes

Reaction equation

HRID 1675214 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10](=[O:45])[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:28]=[CH:27][C:26]([CH2:29][CH2:30][N:31]2[CH2:40][CH2:39][C:38]3[C:33](=[CH:34][C:35]([O:43][CH3:44])=[C:36]([O:41][CH3:42])[CH:37]=3)[CH2:32]2)=[CH:25][CH:24]=1)(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]=[CH:25][C:26]([CH2:29][CH2:30][N:31]2[CH2:40][CH2:39][C:38]3[C:33](=[CH:34][C:35]([O:43][CH3:44])=[C:36]([O:41][CH3:42])[CH:37]=3)[CH2:32]2)=[CH:27][CH:28]=1)=[O:45]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86617507HCID 86617507, compound

Product 1

HCID 67335611HCID 67335611, compoundYield 46.1%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 516892Sodium BicarbonateSolvent

Procedure

800 mg of [2-(4-{4-[2-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-ethyl]phenylamino}-quinazolin-6-ylcarbamoyl)-ethyl]-carbamic acid t-butylester dissolved in 16 ml of methylene chloride was reacted with 16 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 200 ml of saturated aqueous sodium bicarbonate solution for 30 mins, filtered under a reduced pressure and dried to obtain the title compound (310 mg, 46%).

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-5e0960e5f2ba4806a6bc9e3a2fe625b7
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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