Morpholine → HCID 59833343, compound

HRID 269729Notes

Reaction equation

HRID 269729 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:18][C:19]([C:21]2[CH:22]=[N:23][C:24](Cl)=[CH:25][CH:26]=2)=[O:20])=[C:6]([CH:17]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][N:11]=1)=[O:8].[NH:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1>CS(C)=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:18][C:19]([C:21]2[CH:22]=[N:23][C:24]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)=[CH:25][CH:26]=2)=[O:20])=[C:6]([CH:17]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][N:11]=1)=[O:8]

Participants

5

Reactant 2

HCID 8083MorpholineHCID 11774517HCID 11774517, compound

Product 1

HCID 59833343HCID 59833343, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 5-chloro-2-(6-chloropyridin-3-ylcarbonyl-amino)-N-(5-chloropyridin-2-yl)benzamide (0.2 g) and morpholine (2 mL) in DMSO (2 mL) was heated at 80° C. in a sealed tube overnight. The mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), washed with water, sodium bicarbonate, and dried over sodium sulfate. After evaporation of the solvent, the product was purified by RPHPLC [ethyl acetate/hexane (3:7)]. Yield=0.054 g.

Workup

  1. washwashed with water, sodium bicarbonate
  2. dry with materialdried over sodium sulfate
  3. customAfter evaporation of the solvent
  4. customthe product was purified by RPHPLC [ethyl acetate/hexane (3:7)]

Sources & evidence

ORD record
ord-b222fad94454447c914c357fbcbf22c8
Source dataset
uspto-grants-2008_11
Patent number
US07449457B2

Reaction notes

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