Hydrochloric Acid → HCID 135549383, compound

HRID 634713Notes

Reaction equation

HRID 634713 reaction equation
[CH:1]1([O:6][CH2:7][CH2:8][O:9][C:10]2[CH:19]=[C:18]3[C:13]([C:14]([O:20]C4C=CC=CC=4)=[N:15][CH:16]=[N:17]3)=[CH:12][C:11]=2[O:27][CH3:28])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>O>[CH:1]1([O:6][CH2:7][CH2:8][O:9][C:10]2[CH:19]=[C:18]3[C:13]([C:14](=[O:20])[NH:15][CH:16]=[N:17]3)=[CH:12][C:11]=2[O:27][CH3:28])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21260333HCID 21260333, compound

Product 1

HCID 135549383HCID 135549383, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 7-(2-cyclopentyloxyethoxy)-6-methoxy-4-phenoxyquinazoline (470 mg, 1.2 mmol) and 2M hydrochloric acid (6 ml) was heated at 90° C. for 2 hours and allowed to cool. Water was added, and the product was extracted with methylene chloride. The combined extracts were washed with aqueous sodium hydrogen carbonate, passed through phase separating paper and the solvent was removed by evaporation. Trituration with ethyl acetate give 7-(2-cyclopentyloxyethoxy)-6-methoxy-3,4-dihydroquinazolin-4-one (270 mg, 74%).

Workup

  1. temperatureto cool
  2. extractionthe product was extracted with methylene chloride
  3. washThe combined extracts were washed with aqueous sodium hydrogen carbonate
  4. customseparating paper
  5. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-8681eabb954844969c3350b158dfb6d3
Source dataset
uspto-grants-2001_02
Patent number
US06184225B2

Reaction notes

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