1,1'-Carbonyldiimidazole → HCID 9816799, compound

HRID 2050512Notes

Reaction equation

HRID 2050512 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:12]3[N:13]=[CH:14][C:15]([C:16]([NH2:18])=[O:17])=[C:11]3[NH:10][CH2:9][CH:8]=2)[CH:2]=1.[C:19](N1C=CN=C1)(N1C=CN=C1)=[O:20]>O1CCOCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:12]3[C:11]4[N:10]([C:19](=[O:20])[NH:18][C:16](=[O:17])[C:15]=4[CH:14]=[N:13]3)[CH2:9][CH:8]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 682631,1'-Carbonyldiimidazole2×HCID 135702822HCID 135702822, compound

Product 1

HCID 9816799HCID 9816799, compoundYield 45.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4.0 g of 4,5-dihydro-7-(3-pyridinyl)pyrazolo(1,5-a)pyrimidine-3-carboxamide (Example 10), 80 ml of dry p-dioxane and 10.0g of 1,1'- carbonyldiimidazole is heated at reflux for 5 hours. Then an additional 5.0 g of 1,1'-carbonyldiimidazole is added and heating is continued for 16 hours. After cooling to room temperature the precipitated solid is collected by filtration, washed with water and dried in vacuo to give 2.0 g of the desired product as a white solid, mp 292-295° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 5 hours
  3. temperatureheating
  4. filtrationis collected by filtration
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-e72e5e100fd14ec5bf9adc3641aa8859
Source dataset
uspto-grants-1991_05
Patent number
US05013737

Reaction notes

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