1,1'-Carbonyldiimidazole → HCID 66696247, compound

HRID 1396660Notes

Reaction equation

HRID 1396660 reaction equation
[NH2:1][C:2]1[C:3]([N:15]2[CH:19]=[CH:18][N:17]=[C:16]2[CH:20]2[CH2:24][CH2:23][O:22][CH2:21]2)=[CH:4][C:5]([CH2:12][O:13][CH3:14])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[C:25](N1C=CN=C1)(N1C=CN=C1)=[O:26]>ClC1C=CC=CC=1Cl>[CH3:14][O:13][CH2:12][C:5]1[CH:4]=[C:3]2[C:2]([NH:1][C:25](=[O:26])[C:19]3[N:15]2[C:16]([CH:20]2[CH2:24][CH2:23][O:22][CH2:21]2)=[N:17][CH:18]=3)=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 66696224HCID 66696224, compound

Product 1

HCID 66696247HCID 66696247, compoundYield 70.2%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 6.00 g of methyl 5-amino-2-(methoxymethyl)-4-[2-(tetrahydrofuran-3-yl)-1H-imidazol-1-yl]benzoate, 5.87 g of 1,1′-carbonyldiimidazole, and 30 mL of 1,2-dichlorobenzene was stirred at 120° C. for 3 hours. After air-cooling, the precipitate was collected by filtration. The obtained solid was washed with methanol and air-dried to obtain 4.54 g of methyl 8-(methoxymethyl)-4-oxo-1-(tetrahydrofuran-3-yl)-4,5-dihydroimidazo[1,5-a]quinoxaline-7-carboxylate.

Workup

  1. temperatureAfter air-cooling
  2. filtrationthe precipitate was collected by filtration
  3. washThe obtained solid was washed with methanol
  4. customair-dried

Sources & evidence

ORD record
ord-241049b527d14404a4cb3218c1c9704a
Source dataset
uspto-grants-2014_12
Patent number
US08901126B2

Reaction notes

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