Potassium Carbonate → HCID 22322090, compound

HRID 496740Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:18]3[C:17]4[CH:16]=[CH:15][N:14]=[CH:13][C:12]=4[C:11](=[O:19])[C:10]=3[C:9](=O)[NH:8][C:7]=2[CH:21]=1.[CH3:22][N:23]([CH2:27][CH2:28][NH2:29])[CH2:24][CH2:25][NH2:26].[C:30](=[O:33])([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:18]3[C:17]4[CH:16]=[CH:15][N:14]=[CH:13][C:12]=4[C:11](=[O:19])[C:10]=3[C:9]([NH:26][CH2:25][CH2:24][N:23]([CH3:22])[CH2:27][CH2:28][NH:29][C:9]3[C:10]4[C:11](=[O:19])[C:12]5[CH:13]=[N:14][CH:15]=[CH:16][C:17]=5[C:18]=4[C:6]4[CH:5]=[CH:4][C:3]([O:33][CH3:30])=[CH:21][C:7]=4[N:8]=3)=[N:8][C:7]=2[CH:21]=1

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of 6-chloro-3-methoxy-5,9-diaza-benzo[c]fluoren-7-one (Reference Example 1c-2) (21 mg) and N-methyl-2,2′-diaminodiethylamine (WAKO PURE CHEMICAL: 3.3 mg) and potassium carbonate (10 mg) was suspended in N,N-dimethylformamide (0.5 ml) and stirred at 90° C. for thirteen hours under nitrogen gas. The mixture was evaporated to dryness. The residue was purified by silica gel column chromatography developed by dichloromethane-methanol=30:1 and dichloromethane-methanol-ammonia water (25%)=30:1:0.4. The desired product was obtained as a reddish powder.

Workup

customThe mixture was evaporated to dryness
customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record: ord-e1df7e6e7ecb4b958f61911a76fd3d60
Source dataset: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06946472B2

Reaction notes

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