HCID 60112787, compound → HCID 60112783, compound

HRID 445183Notes

Reaction equation

HRID 445183 reaction equation
[CH3:1][Mg]I.Cl[C:5]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([CH:21]([CH3:23])[CH3:22])=[CH:17][CH:16]=2)[C:12]2[C:7](=[CH:8][C:9]([O:26][CH3:27])=[C:10]([O:24][CH3:25])[CH:11]=2)[N:6]=1>C1COCC1>[CH:21]([C:18]1[CH:19]=[CH:20][C:15]([C:13]2[C:12]3[C:7](=[CH:8][C:9]([O:26][CH3:27])=[C:10]([O:24][CH3:25])[CH:11]=3)[N:6]=[C:5]([CH3:1])[N:14]=2)=[CH:16][CH:17]=1)([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 60112787HCID 60112787, compoundHCID 178418373HCID 178418373, compound

Product 1

HCID 60112783HCID 60112783, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 166 mg (1.16 mmol) CuBr in 4 ml THF are added dropwise at −78° C. 773 μl (2.32 mmol) of a 3M solution of methylmagnesium iodide. After stirring for 20 minutes 50 mg (0.145 mmol) 2-chloro-4-(4-isopropyl-phenyl)-6,7-dimethoxy-quinazoline are added at the same temperature. After stirring for 1 h the reaction mixture is allowed to reach rt and stirring is continued overnight. After dilution with 50 ml ethyl acetate and filtration the reaction mixture is extracted with brine. Evaporation of the organic phase yields the title compound.

Workup

  1. additionare added at the same temperature
  2. customto reach rt
  3. stirringstirring
  4. waitis continued overnight
  5. filtrationAfter dilution with 50 ml ethyl acetate and filtration the reaction mixture
  6. extractionis extracted with brine
  7. customEvaporation of the organic phase

Sources & evidence

ORD record
ord-3f0d2f630854477e8e7b099f1ee73de0
Source dataset
uspto-grants-2013_07
Patent number
US08476286B2

Reaction notes

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