Potassium Carbonate → HCID 136374677, compound

HRID 1967906Notes

Reaction equation

HRID 1967906 reaction equation
C([O:3][CH:4](OCC)[C:5]1[CH:6]=[C:7]([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:30]=[CH:29][CH:28]=[C:27]([CH:31](OCC)[O:32]CC)[CH:26]=2)[CH:8]=[CH:9][CH:10]=1)C.C(=O)([O-])[O-].[K+].[K+]>Cl>[O:24]=[C:16]1[C:17]2[CH:18]=[CH:19][CH:20]=[C:21]3[NH:23][CH:11]([C:7]4[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=4)[CH:4]=[O:3])[CH:12]([C:25]4[CH:26]=[C:27]([CH:28]=[CH:29][CH:30]=4)[CH:31]=[O:32])[C:13]([C:22]=23)=[N:14][NH:15]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 136374685HCID 136374685, compound

Product 1

HCID 136374677HCID 136374677, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 8,9-bis(3-(diethoxymethyl)phenyl)-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one (120 mg, 0.46 mmol) in 3N hydrochloric acid (5 mL) was stirred at room temperature for 3 hr. The mixture was then adjusted to pH=8 with potassium carbonate. The resulting suspension was filtered to give 3,3′-(3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-8,9-diyl)dibenzaldehyde (160 mg, yield 88%) as a light yellow solid. LC-MS (ESI) m/z: 396 (M+1)+.

Workup

  1. filtrationThe resulting suspension was filtered

Sources & evidence

ORD record
ord-6bab4854667840bbbff9b2013039d198
Source dataset
uspto-grants-2013_04
Patent number
US08420650B2

Reaction notes

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