4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile → HCID 178431181, compound

HRID 1175039Notes

Reaction equation

HRID 1175039 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

HCID 33905134-Amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrileHCID 178494247HCID 178494247, compound

Product 1

HCID 178431181HCID 178431181, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

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

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel chromatography with hexanes and ethyl acetate

Sources & evidence

ORD record
ord-fc6a5c7b0183416eac4c9796373bbcb3
Source dataset
uspto-grants-2010_11
Patent number
US07838553B2

Reaction notes

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