Water → HCID 135833206, compound

HRID 1619416Notes

Reaction equation

HRID 1619416 reaction equation
[CH2:1]([C:5]1[NH:14][C:13](=[O:15])[C:12]2[C:7](=[CH:8][C:9]([C:16]([O:18]C)=[O:17])=[CH:10][CH:11]=2)[N:6]=1)[CH:2]([CH3:4])[CH3:3].[OH-].[K+].O>O.O1CCOCC1>[CH2:1]([C:5]1[NH:14][C:13](=[O:15])[C:12]2[C:7](=[CH:8][C:9]([C:16]([OH:18])=[O:17])=[CH:10][CH:11]=2)[N:6]=1)[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 136038177HCID 136038177, compound

Product 1

HCID 135833206HCID 135833206, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

A mixture of methyl 2-isobutyl-4-oxo-3,4-dihydroquinazoline-7-carboxylate (55.8 mg, 0.21 mmol), KOH (0.3 g, 5.3 mmol) in water/dioxane (2 mL/5 mL) was stirred at room temperature for 1 h. The reaction mixture was poured into water (50 mL) and the solution was adjusted to pH to 4-5. The mixture was extracted with ethyl acetate (3×20 mL) and dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give the desired product. MS (ESI): 246 (MH+).

Workup

  1. extractionThe mixture was extracted with ethyl acetate (3×20 mL)
  2. dry with materialdried over Na2SO4
  3. filtrationAfter filtration and concentration
  4. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-1fe9aa11851b44af9817d1e6a7cad695
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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