Trifluoroacetic acid → HCID 11295940, compound

HRID 547463Notes

Reaction equation

HRID 547463 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:47])[N:7]([CH2:39][C:40]3[CH:45]=[CH:44][CH:43]=[C:42]([CH3:46])[CH:41]=3)[C:8]([CH:12]([N:18]([C:30](=[O:38])[C:31]3[CH:36]=[CH:35][C:34]([CH3:37])=[CH:33][CH:32]=3)[CH2:19][CH2:20][CH2:21][NH:22]C(=O)OC(C)(C)C)[C:13]([N:15]([CH3:17])[CH3:16])=[O:14])=[N:9]2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:22][CH2:21][CH2:20][CH2:19][N:18]([CH:12]([C:8]1[N:7]([CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[C:42]([CH3:46])[CH:41]=2)[C:6](=[O:47])[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:9]=1)[C:13]([N:15]([CH3:16])[CH3:17])=[O:14])[C:30](=[O:38])[C:31]1[CH:32]=[CH:33][C:34]([CH3:37])=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58378181HCID 58378181, compound

Product 1

HCID 11295940HCID 11295940, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 3-[[1-[7-chloro-3-(3-methylbenzyl)-4-oxo-3,4-dihydroquinazolin-2-yl]-2-(dimethylamino)-2-oxoethyl](4-methylbenzoyl)amino]propylcarbamate, was added 20% solution of trifluoroacetic acid in methylene chloride at room temperature. The reaction mixture was stirred at room temperature for 2 h. The solvent was removed under reduced pressure. The crude product was purified by reverse phase HPLC to give N-(3-aminopropyl)-N-[1-[7-chloro-3-(3-methylbenzyl)-4-oxo-3,4-dihydroquinazolin-2-yl]-2-(dimethylamino)-2-oxoethyl]-4-methylbenzamide (9 mg) as TFA salt.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customThe crude product was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-2fda3b82aa27499d863eacc11adbb4e4
Source dataset
uspto-grants-2011_05
Patent number
US07939539B2

Reaction notes

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