Trifluoroacetic acid → 4-(8-(4-Formylphenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)-N,N-dimethylbenzamide

HRID 907941Notes

Reaction equation

HRID 907941 reaction equation
C([O:3][CH:4](OCC)[C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[NH:23][C:21]3[C:22]4[C:13](=[N:14][NH:15][C:16](=[O:24])[C:17]=4[CH:18]=[CH:19][CH:20]=3)[CH:12]2[C:25]2[CH:35]=[CH:34][C:28]([C:29]([N:31]([CH3:33])[CH3:32])=[O:30])=[CH:27][CH:26]=2)=[CH:7][CH:6]=1)C.FC(F)(F)C(O)=O>C(#N)C>[CH:4]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[NH:23][C:21]3[C:22]4[C:13](=[N:14][NH:15][C:16](=[O:24])[C:17]=4[CH:18]=[CH:19][CH:20]=3)[CH:12]2[C:25]2[CH:26]=[CH:27][C:28]([C:29]([N:31]([CH3:33])[CH3:32])=[O:30])=[CH:34][CH:35]=2)=[CH:9][CH:10]=1)=[O:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 1363746704-(8-(4-(Diethoxymethyl)phenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)-N,N-dimethylbenzamide

Product 1

HCID 1363447484-(8-(4-Formylphenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)-N,N-dimethylbenzamideYield 91.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-(8-(4-(diethoxymethyl)phenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)-N,N-dimethylbenzamide (180 mg, 0.35 mmol) in acetonitrile (10 mL) was added trifluoroacetic acid (5 mL), stirred for 30 min, Then the mixture was evaporated under reduced pressure to get the title compound (140 mg, yield 91%). LC-MS (ESI) m/z: 439(M+1)+.

Workup

  1. customthe mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d2bef0a4cf4149c395dc499642271b14
Source dataset
uspto-grants-2011_09
Patent number
US08012976B2

Reaction notes

Loading…