4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile → HCID 178431181, compound
Reaction equation
[NH2:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=2)[O:5][C:4]([CH3:15])([CH3:14])[CH:3]1[OH:16].[Cl:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[NH:24][C:23](OC)=[N:22][C:21]2=[O:30]>C1(C)C=CC=CC=1>[Cl:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[NH:24][C:23]([NH:1][CH:2]1[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=3)[O:5][C:4]([CH3:14])([CH3:15])[CH:3]1[OH:16])=[N:22][C:21]2=[O:30]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile (5 mmoL) and 6-chloro-2-methoxy-1H-quinazolin-4-one (5 mmoL) in toluene (15 mL) in a sealed tube were heated at 150° C. for 4 hrs. The solvent was removed and the residue was purified by silica gel chromatography with hexanes and ethyl acetate to yield the title compound as white solid.
Workup
- customThe solvent was removed
- customthe residue was purified by silica gel chromatography with hexanes and ethyl acetate
Sources & evidence
- ORD record
- ord-a7e9c32e61a146a18c762fb6a853bbf1
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07812183B2
Reaction notes
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