1,1'-Carbonyldiimidazole → HCID 59625974, compound

HRID 2365682Notes

Reaction equation

HRID 2365682 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[NH:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:5]([O:7][CH3:8])=[O:6].[C:20](N1C=CN=C1)(N1C=CN=C1)=[O:21]>CN(C=O)C>[F:19][C:16]1[CH:17]=[CH:18][C:13]([N:12]2[C:11]3[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=3[NH:1][C:20]2=[O:21])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 59625705HCID 59625705, compound

Product 1

HCID 59625974HCID 59625974, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 60d (0.20 g, 0.826 mmol) and 1,1′-carbonyldiimidazole (0.535 g, 3.3 mmol) in DMF (8 mL) was heated at 90° C. for 2 h. The solvent was removed and the residue was triturated with water (15 mL). The resulting precipitate was collected by filtration and washed several times with water. The crude product 60i was used in the next reaction without further purification. MS m/z (M+H+) 287.1.

Workup

  1. customThe solvent was removed
  2. customthe residue was triturated with water (15 mL)
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed several times with water
  5. customThe crude product 60i was used in the next reaction without further purification

Sources & evidence

ORD record
ord-b106c230541145c08fb56afe4b417ac6
Source dataset
uspto-grants-2014_04
Patent number
US08697683B2

Reaction notes

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