Phenol → HCID 60112791, compound

HRID 445181Notes

Reaction equation

HRID 445181 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:9]1[N:18]=[C:17]([C:19]2[CH:24]=[CH:23][C:22]([CH:25]([CH3:27])[CH3:26])=[CH:21][CH:20]=2)[C:16]2[C:11](=[CH:12][C:13]([O:30][CH3:31])=[C:14]([O:28][CH3:29])[CH:15]=2)[N:10]=1>C(O)(C)(C)C.CCOCC>[CH:25]([C:22]1[CH:23]=[CH:24][C:19]([C:17]2[C:16]3[C:11](=[CH:12][C:13]([O:30][CH3:31])=[C:14]([O:28][CH3:29])[CH:15]=3)[N:10]=[C:9]([O:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:18]=2)=[CH:20][CH:21]=1)([CH3:27])[CH3:26]

Participants

5

Reactant 2

HCID 996PhenolHCID 60112787HCID 60112787, compound

Product 1

HCID 60112791HCID 60112791, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6386tert-ButanolSolvent

Procedure

216 mg (2.30 mmol) phenol and 11 mg (0.44 mmol) are dissolved in 2 ml t-butanol and the resulting solution is stirred for 3 h at rt. After that time 80 mg (0.23 mmol) 2-chloro-4-(4-isopropyl-phenyl)-6,7-dimethoxy-quinazoline is added and the solution is stirred at 85° C. overnight. The reaction mixture is diluted with ether and extracted with brine. The organic layer is dried and evaporated. After chromatography (hexane/ethyl acetate the product is obtained as yellow solid.

Workup

  1. stirringthe solution is stirred at 85° C. overnight
  2. extractionextracted with brine
  3. customThe organic layer is dried
  4. customevaporated
  5. customAfter chromatography (hexane/ethyl acetate the product is obtained as yellow solid

Sources & evidence

ORD record
ord-2c04354acb204a8791bfb4e662199aa0
Source dataset
uspto-grants-2013_07
Patent number
US08476286B2

Reaction notes

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