Potassium Carbonate → HCID 86607003, compound

HRID 1292950Notes

Reaction equation

HRID 1292950 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[C:7](F)[C:3]=1[C:4]([NH2:6])=[O:5].C([O-])([O-])=O.[K+].[K+].[C:19]([NH:26][CH2:27][CH2:28][NH2:29])([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].CC(N(C)C)=O>C(OCC)(=O)C>[C:4]([C:3]1[C:2]([Cl:1])=[C:10]([Cl:11])[CH:9]=[CH:8][C:7]=1[NH:29][CH2:28][CH2:27][NH:26][C:19](=[O:20])[O:21][C:22]([CH3:24])([CH3:23])[CH3:25])(=[O:5])[NH2:6]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 187201N-BOC-ethylenediamineHCID 3721565HCID 3721565, compound

Product 1

HCID 86607003HCID 86607003, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 2,3-dichloro-6-fluorobenzamide (4.0 g, 19.32 mmol.), K2CO3 (5.33 g, 38.64 mmol), and N-Boc-ethylenediamine (3.41 g, 21.25 mmol) and dimethylacetamide (50 mL). was heated at 140° C. for 18 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (100 mL) and washed with a solution of aqueous saturated sodium bicarbonate (3×100 mL). The ethyl acetate layer was dried over sodium sulfate and concentrated to give the title compound (5.50 g, 82% yield) as a brown gum.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with a solution of aqueous saturated sodium bicarbonate (3×100 mL)
  3. dry with materialThe ethyl acetate layer was dried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-10e8c09d1e3a4d1289ecd48c78e491a0
Source dataset
uspto-grants-2007_07
Patent number
US07238702B2

Reaction notes

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