Morpholine → HCID 67334567, compound

HRID 1675223Notes

Reaction equation

HRID 1675223 reaction equation
Cl[CH2:2][C:3]([NH:5][CH2:6][CH2:7][CH2:8][C:9]([NH:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]=[CH:17][N:16]=[C:15]2[NH:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]2[CH:31]=[N:32][C:33]([CH3:36])=[CH:34][CH:35]=2)=[C:25]([CH3:37])[CH:24]=1)=[O:10])=[O:4].[NH:38]1[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.O>[CH3:37][C:25]1[CH:24]=[C:23]([NH:22][C:15]2[C:14]3[C:19](=[CH:20][CH:21]=[C:12]([NH:11][C:9](=[O:10])[CH2:8][CH2:7][CH2:6][NH:5][C:3](=[O:4])[CH2:2][N:38]4[CH2:43][CH2:42][O:41][CH2:40][CH2:39]4)[CH:13]=3)[N:18]=[CH:17][N:16]=2)[CH:28]=[CH:27][C:26]=1[O:29][C:30]1[CH:31]=[N:32][C:33]([CH3:36])=[CH:34][CH:35]=1

Participants

6

Reactant 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 67332534HCID 67332534, compound

Product 1

HCID 67334567HCID 67334567, compoundYield 38%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

0.07 g of the compound obtained in Example 108 dissolved in 5 ml of N,N′-dimethylformamide was reacted with 0.02 ml of morpholine and 0.04 g of potassium carbonate for 10 hours while heating to 100° C. The reacted solution was diluted with distilled water, extracted with ethylacetate, washed with saturated saline solution, dried over anhydrous magnesium sulfate, filtered and distilled under a reduced pressure, and the resulting residue was subjected to column chromatography (eluent-chloroform:methanol=15:1) to obtain the title compound (0.03 g, 38%).

Workup

  1. extractionextracted with ethylacetate
  2. washwashed with saturated saline solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. distillationdistilled under a reduced pressure

Sources & evidence

ORD record
ord-32e50b17b7f04af09befd031545a8fc0
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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