Glutaric anhydride → HCID 23435750, compound

HRID 1860280Notes

Reaction equation

HRID 1860280 reaction equation
Cl.N[N:3]=[CH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH2:15][C:14]3([CH2:20][CH2:19][N:18](CC(OCC)=O)[CH2:17][CH2:16]3)[O:13][N:12]=2)=[CH:7][CH:6]=1.[C:27]1(=[O:34])[O:33][C:31](=[O:32])[CH2:30][CH2:29][CH2:28]1>C1COCC1>[C:4]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH2:15][C:14]3([CH2:20][CH2:19][N:18]([C:31](=[O:32])[CH2:30][CH2:29][CH2:28][C:27]([OH:33])=[O:34])[CH2:17][CH2:16]3)[O:13][N:12]=2)=[CH:7][CH:6]=1)#[N:3]

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 86584287HCID 86584287, compound

Product 1

HCID 23435750HCID 23435750, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 1.5 g (6.22 mmol) of the intermediate from Example 5. Step B in 40 ml dry THF were added 0.71 g (6.22 mmol) glutaric anhydride and 76 mg 4-N,N-dimethylaminopyridine (DMAP). It was stirred for 1 h at room temperature followed by 2 h heating with reflux. The solvent was removed under reduced pressure, and the title compound was obtained by chromatography on silica gel with dichloromethane containing 4% ethanol. It was recrystallized from ethyl acetate/ether, and the crystals were collected by filteration and dried in vacuo.

Workup

  1. waitfollowed by 2 h
  2. temperatureheating
  3. temperaturewith reflux
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-8364cc618a624e518030d231c7363d54
Source dataset
uspto-grants-2003_03
Patent number
US06528534B2

Reaction notes

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