Potassium Carbonate → HCID 136344723, compound

HRID 1467519Notes

Reaction equation

HRID 1467519 reaction equation
C([O:3][CH:4](OCC)[C:5]1[CH:6]=[C:7]([CH:11]2[C:16]3=[N:17][NH:18][C:19](=[O:24])[C:20]4[CH:21]=[CH:22][CH:23]=[C:14]([C:15]=43)[NH:13][CH:12]2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:8]=[CH:9][CH:10]=1)C.C(=O)([O-])[O-].[K+].[K+]>Cl>[O:24]=[C:19]1[C:20]2[CH:21]=[CH:22][CH:23]=[C:14]3[NH:13][CH:12]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH:11]([C:7]4[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=4)[CH:4]=[O:3])[C:16]([C:15]=23)=[N:17][NH:18]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 136374671HCID 136374671, compound

Product 1

HCID 136344723HCID 136344723, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 9-(3-(diethoxymethyl)phenyl)-8-phenyl-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one (90 mg, 0.20 mmol) in 3N hydrochloric acid (12 mL) was stirred at room temperature for 20 hr. Then the mixture was adjusted to pH=8 with potassium carbonate. The resulting suspension was extracted with ethyl acetate to give 3-(3-oxo-8-phenyl-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)benzaldehyde (66 mg, yield 88%) as a light yellow solid. LC-MS (ESI) m/z: 368 (M+1)+.

Workup

  1. extractionThe resulting suspension was extracted with ethyl acetate

Sources & evidence

ORD record
ord-3318e70015ab43aba39d16becd50922d
Source dataset
uspto-grants-2015_04
Patent number
US08999987B2

Reaction notes

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