Ethyl 3-oxohexanoate → HCID 68512653, compound

HRID 1717270Notes

Reaction equation

HRID 1717270 reaction equation
[N:1]([C:4]1[CH:20]=[CH:19][C:7]([C:8]([NH:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[O:9])=[CH:6][CH:5]=1)=[N+:2]=[N-:3].O=[C:22]([CH2:29][CH2:30][CH3:31])[CH2:23][C:24]([O:26]CC)=[O:25].[O-]CC.[Na+:35]>C(O)C.C(OCC)(=O)C>[N:13]1([CH2:12][CH2:11][NH:10][C:8]([C:7]2[CH:6]=[CH:5][C:4]([N:1]3[C:22]([CH2:29][CH2:30][CH3:31])=[C:23]([C:24]([O-:26])=[O:25])[N:3]=[N:2]3)=[CH:20][CH:19]=2)=[O:9])[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1.[Na+:35]

Participants

6

Reactant 3

HCID 238498Ethyl 3-oxohexanoateHCID 2723922Sodium ethoxideHCID 86629799HCID 86629799, compound

Product 1

HCID 68512653HCID 68512653, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-Azido-N-(2-morpholin-4-ylethyl)benzamide obtained in Example 61a) and ethyl 3-oxohexanoate (1.07 ml, 6.35 mmol, 1.25 eq.) were dissolved in ethanol (23 ml), sodium ethoxide (480 mg, 6.35 mmol, 1.25 eq.) was added, and the mixture was stirred at room temperature for 20 min, and then at 60° C. for 13 hr. The resulting solid was suspended in ethyl acetate, and the insoluble material was collected by filtration, washed with ethyl acetate and dried to give the title compound as a grayish white powder (2.44 g, 5.09 mmol, quant.).

Workup

  1. waitat 60° C. for 13 hr
  2. filtrationthe insoluble material was collected by filtration
  3. washwashed with ethyl acetate
  4. customdried

Sources & evidence

ORD record
ord-6743fd179e12420188c88d52774aa15c
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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