Potassium Carbonate → 4-(3-Oxo-9-phenyl-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-8-yl)benzaldehyde

HRID 1967941Notes

Reaction equation

HRID 1967941 reaction equation
C[O:2][CH:3](OC)[C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[NH:22][C:20]3[C:21]4[C:12](=[N:13][NH:14][C:15](=[O:23])[C:16]=4[CH:17]=[CH:18][CH:19]=3)[CH:11]2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+]>Cl>[O:23]=[C:15]1[C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[NH:22][CH:10]([C:7]4[CH:6]=[CH:5][C:4]([CH:3]=[O:2])=[CH:9][CH:8]=4)[CH:11]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[C:12]([C:21]=23)=[N:13][NH:14]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 1363746658-(4-(Dimethoxymethyl)phenyl)-9-phenyl-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one

Product 1

HCID 1363447524-(3-Oxo-9-phenyl-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-8-yl)benzaldehydeYield 73%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

8-(4-(Dimethoxymethyl)phenyl)-9-phenyl-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one (89 mg, 0.22 mmol) and 20 ml of 3 N hydrochloric acid were added and the mixture was stirred at room temperature for 2 h. The resulting mixture was neutralized with potassium carbonate and then filtered to give 4-(3-oxo-9-phenyl-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-8-yl)benzaldehyde (59, yield 73%). LC-MS (ESI) m/z: 368.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-e6f305630ba34431aae961652d76174c
Source dataset
uspto-grants-2013_04
Patent number
US08420650B2

Reaction notes

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