Potassium Carbonate → HCID 21114609, compound

HRID 749199Notes

Reaction equation

HRID 749199 reaction equation
[C:1](OCCl)(=O)[C:2](C)([CH3:4])[CH3:3].[CH3:10][O:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][C:21]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[N:18]=[CH:17][NH:16][C:15]2=[O:30].[C:31](=[O:34])([O-])[O-:32].[K+].[K+].[CH3:37]C(N(C)C)=O>>[CH2:23]([O:22][C:21]1[CH:20]=[C:19]2[C:14]([C:15](=[O:30])[N:16]([CH2:37][C:31]([O:32][C:2]([CH3:4])([CH3:3])[CH3:1])=[O:34])[CH:17]=[N:18]2)=[CH:13][C:12]=1[O:11][CH3:10])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 87885Chloromethyl pivalateHCID 1354047187-Benzyloxy-6-methoxy-3H-quinazolin-4-one

Product 1

HCID 21114609HCID 21114609, compoundYield 100%

Conditions

Temperature
90 °C

Procedure

Chloromethyl pivalate (225 ml, 1.56 mol) was added dropwise to a stirred mixture of 6-methoxy-7-benzyloxyquinazol-4-one (400 g, 1.42 mol) and potassium carbonate (783 g, 5.67 mol) in dimethylacetamide (5500 ml). The reaction was heated to 90° C. for 4 hours. The reaction was cooled and filtered to remove inorganic salts. The filtrate was concentrated in vacuo to yield, crude tert-butyl 2-[7-(benzyloxy)-6-methoxy-4-oxo-3(4H)-quinazolinyl]acetate (562 g, 100% yield):

Workup

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. customto remove inorganic salts
  4. concentrationThe filtrate was concentrated in vacuo
  5. customto yield

Sources & evidence

ORD record
ord-cfca807042364cce9f507fe0e5cb4cc1
Source dataset
uspto-grants-2008_07
Patent number
US07402585B2

Reaction notes

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