Potassium Carbonate → HCID 67957967, compound

HRID 1258654Notes

Reaction equation

HRID 1258654 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][N:8]([CH3:16])[C:9]([CH:11]1[CH2:15][CH2:14][CH2:13][NH:12]1)=[O:10].[Cl:17][C:18]1[C:24](Cl)=[CH:23][C:21]([NH2:22])=[C:20]([N+:26]([O-:28])=[O:27])[CH:19]=1>CS(C)=O.CCOC(C)=O>[Cl:17][C:18]1[C:24]([N:12]2[CH2:13][CH2:14][CH2:15][CH:11]2[C:9](=[O:10])[N:8]([CH3:16])[CH3:7])=[CH:23][C:21]([NH2:22])=[C:20]([N+:26]([O-:28])=[O:27])[CH:19]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 811494,5-Dichloro-2-nitroanilineHCID 14282308N,N-Dimethylprolinamide

Product 1

HCID 67957967HCID 67957967, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

Potassium carbonate (1.00 g, 7.3 mmol) was added to a mixture of pyrrolidine-2-carboxylic acid dimethylamide (1.00 g, 7.0 mmol) and 4,5-dichloro-2-nitroaniline (1.00 g, 4.8 mmol) in DMSO (6 mL). The reaction mixture was stirred at 120° C. for 2.5 h, diluted with EtOAc and washed with water and sat.aq. NaCl. The organic layer was dried over Na2SO4, concentrated and the crude was purified by chromatography to give the sub-title compound.

Workup

  1. washwashed with water and sat.aq
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated
  4. customthe crude was purified by chromatography

Sources & evidence

ORD record
ord-98871ef53e1248cebd4b34ce58ee84bf
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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