Trifluoroacetic acid → 2-[3-(2-Amino-ethyl)-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-yl]-N-(5-chloro-2,4-dimethoxy-phenyl)-acetamide trifluoroacetate

HRID 472735Notes

Reaction equation

HRID 472735 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]([CH2:21][C:22](=[O:35])[NH:23][C:24]2[CH:29]=[C:28]([Cl:30])[C:27]([O:31][CH3:32])=[CH:26][C:25]=2[O:33][CH3:34])[C:11]1=[O:36])(C)(C)C.[C:38]([OH:44])([C:40]([F:43])([F:42])[F:41])=[O:39].CCOC(C)=O>C(Cl)Cl>[F:41][C:40]([F:43])([F:42])[C:38]([OH:44])=[O:39].[NH2:7][CH2:8][CH2:9][N:10]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]([CH2:21][C:22]([NH:23][C:24]2[CH:29]=[C:28]([Cl:30])[C:27]([O:31][CH3:32])=[CH:26][C:25]=2[O:33][CH3:34])=[O:35])[C:11]1=[O:36]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 59317710(2-{1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-ethyl)-carbamic acid tert-butyl ester

Product 1

HCID 685885032-[3-(2-Amino-ethyl)-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-yl]-N-(5-chloro-2,4-dimethoxy-phenyl)-acetamide trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(2-{1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-ethyl)-carbamic acid tert-butyl ester (100 mg, 1.88 mmol) is taken up in DCM (2 ml) and treated with TFA (2 ml). The reaction is stirred at RT for 2 hours and then treated with EtOAc (20 ml). After 5 minutes, the white solid present is filtered, washed with EtOAc, ether and dried under vacuum to give the title compound as a white solid; [M+H]+ 433,

Workup

  1. waitAfter 5 minutes
  2. filtrationthe white solid present is filtered
  3. washwashed with EtOAc, ether
  4. customdried under vacuum

Sources & evidence

ORD record
ord-75d95bf2a80042639c1b6c25fcbca8b8
Source dataset
uspto-grants-2014_01
Patent number
US08633211B2

Reaction notes

Loading…