Hydrochloric Acid → HCID 178493845, compound

HRID 1787546Notes

Reaction equation

HRID 1787546 reaction equation
[OH:1][C:2]([C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1)=[CH:3][C:4]1[N:13]2[CH2:14][CH2:15][N:16]=[C:12]2[C:11]2[CH:10]=[CH:9][C:8]([O:17][CH2:18][CH2:19][CH2:20][C:21]([O:23]C)=[O:22])=[C:7]([O:25][CH3:26])[C:6]=2[N:5]=1.Cl>[Li+].[OH-].C(O)C>[OH:1][C:2]([C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1)=[CH:3][C:4]1[N:13]2[CH2:14][CH2:15][N:16]=[C:12]2[C:11]2[CH:10]=[CH:9][C:8]([O:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[C:7]([O:25][CH3:26])[C:6]=2[N:5]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178500539HCID 178500539, compound

Product 1

HCID 178493845HCID 178493845, compoundYield 51.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3939Lithium HydroxideSolvent

Procedure

A solution of methyl 4-{[5-(2-hydroxy-2-pyridin-3-ylvinyl)-7-methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-8-yl]oxy}butanoate (example 1-5) 20.0 mg (0.05 mmol) in 1N LiOH solution 0.1 mL and ethanol 1.0 mL was stirred at room temperature for overnight. The reaction mixture was neutralized with 1N HCl solution and concentrated in vacuo. The residue was triturated in water. The precipitate was collected to give the title compound 10.0 mg as white solid. Yield 51.7%.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was triturated in water
  3. customThe precipitate was collected

Sources & evidence

ORD record
ord-3045b9efc34946ce85d6b01e20d51553
Source dataset
uspto-grants-2009_03
Patent number
US07511041B2

Reaction notes

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