Potassium Phosphate, Tribasic → HCID 10133686, compound

HRID 2086012Notes

Reaction equation

HRID 2086012 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:17]2[NH:16][C:15](=[O:20])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]=2[CH:7]=1)=[O:4].[CH2:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][NH:22]1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C)C=O>[O:20]=[C:15]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]2[CH:7]=[C:6]([NH:5][C:3](=[O:4])[CH2:2][N:22]3[CH2:23][C:24]4[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:21]3)[CH:19]=[CH:18][C:17]=2[NH:16]1

Participants

5

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 422478Isoindoline2×HCID 9814438N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-chloroacetamide2×

Product 1

HCID 10133686HCID 10133686, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared from the compound of Example 2 and isoindoline. To a solution of 2-chloro-N-(5,6-dihydro-6-oxo-2-phenanthridinyl)-acetamide (45 mg) in N,N-dimethylformamide (10 mL) was added potassium phosphate (68 mg) and isoindoline (0.025 mL). The solution stirred at room temperature for 5 hours followed by evaporation of the solvent. The light brown product was washed with water and filtered (35 mg). 1H-NMR (300 MHz, DMSO-d6), 11.67 (br s, 1H), 9.97 (br s, 1H), 8.69 (s, 1H), 8.31 (d, J=9.0 Hz, 2H), 7.84 (m, 2H), 7.65 (t, J=9.0 Hz, 1H), 7.27 (m, 5H), 4.11 (s, 4H), 3.60 (s, 2H).

Workup

  1. customfollowed by evaporation of the solvent
  2. washThe light brown product was washed with water
  3. filtrationfiltered (35 mg)

Sources & evidence

ORD record
ord-cc001ee1eb3c4b04961ecdef215c666e
Source dataset
uspto-grants-2004_04
Patent number
US06723733B2

Reaction notes

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