Ethanol → HCID 11346746, compound
Reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12].C(O)C.[C:22](OC)(=[O:25])[C:23]#[CH:24]>>[C:11]([C:10]1[CH:24]=[CH:23][C:22](=[O:25])[N:1]2[C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[NH:3][C:2]=12)(=[O:12])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1Participants
4
Procedure
200 mg (0.733 mmol) of the compound of Example II are dissolved in 5 mL ethanol 70 mg (0.833 mmol) sodium bicarbonate and 70 mg (0.833 mmol) methyl propiolate are added at room temperature and the mixture is stirred for 24 h at room temperature. The solvent is evaporated under vacuum and the crude is stirred with ethyl acetate, filtered and dried to yield 77.3 mg (37% of th.) 4-benzoylpyrido[1,2-a]-benzimidazol-1(5H)-one.
Workup
- customThe solvent is evaporated under vacuum
- stirringthe crude is stirred with ethyl acetate
- filtrationfiltered
- customdried
Sources & evidence
- ORD record
- ord-f493b7001f7c4d818316fa42a4e2e7fe
- Source dataset
- uspto-grants-2006_01
- Patent number
- US06984646B2
Reaction notes
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