Methyl iodide → HCID 67331630, compound

HRID 1186635Notes

Reaction equation

HRID 1186635 reaction equation
[CH:1]1[CH:2]=[CH:3][N:4]=[C:5]([NH:7][S:8]([C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)(=[O:10])=[O:9])[CH:6]=1.[CH:18]1[CH:19]=CC2C(=O)C=CC(=O)[C:22]=2[CH:23]=1.CCN(C(C)C)C(C)C.CI>CN(C=O)C>[CH2:19]([NH:17][C:14]1[CH:13]=[CH:12][C:11]([S:8]([NH:7][C:5]2[CH:6]=[CH:1][CH:2]=[CH:3][N:4]=2)(=[O:10])=[O:9])=[CH:16][CH:15]=1)[CH2:18][CH2:23][CH3:22]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 67331570HCID 67331570, compound

Product 1

HCID 67331630HCID 67331630, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Sulfapyridine Naphthoquinone Derivatives (6a, 6b, 6c). (YL1-018-1, YL1-018-2, YL1-018-9). DIPEA (52.9 mg, 0.41 mmol) was added to solution of 4-(3-Chloro-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino-N-pyridin-2-yl-benzenesulfonamide (150 mg, 0.34 mmol) in anhydrous DMF (3 ml) under inert conditions. Methyl iodide (58 mg, 0.41 mmol) was added to the reaction mixture after 5 min. and the reaction was stirred at r.t. for two days. The reaction mixture was dried under reduced pressure and purified by flash chromatography (SiO2, EtOAC in Hexane, gradient elution).

Workup

  1. customThe reaction mixture was dried under reduced pressure
  2. custompurified by flash chromatography (SiO2, EtOAC in Hexane, gradient elution)

Sources & evidence

ORD record
ord-86c722731f0d43e19b24722967452898
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

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