Hydrochloric Acid → HCID 178440201, compound

HRID 2225177Notes

Reaction equation

HRID 2225177 reaction equation
[C:1]([NH:6][C:7]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:8]=1[C:9]([NH2:11])=[O:10])(=O)[CH2:2][CH2:3][CH3:4].[OH-].[Na+].Cl>C(O)C>[Cl:16][C:13]1[CH:12]=[C:8]2[C:7](=[CH:15][CH:14]=1)[N:6]=[C:1]([CH2:2][CH2:3][CH3:4])[N:11]=[C:9]2[OH:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 210882262-Butyramido-5-chlorobenzamide

Product 1

HCID 178440201HCID 178440201, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Preparation D10, Step 2: 2-butyramido-5-chlorobenzamide (1.08 g, 4.49 mmol, 1 eq) was dissolved in ethanol (10 mL) at room temperature then 1N NaOH (13.46 mL, 13.5 mmol, 3 eq) added. Worked up after 15 minutes by adding 1N HCl to pH=2. Solids precipitated and were filtered and pumped under high vacuum to give 6-chloro-2-propylquinazolin-4-ol (810 mg) as a white solid. Yield=81%. Mass Spec (ESI) (M+H)+=223.0.

Workup

  1. customPreparation D10, Step 2
  2. customSolids precipitated
  3. filtrationwere filtered

Sources & evidence

ORD record
ord-937e60ca85cd4cf3928f74161e595e41
Source dataset
uspto-grants-2008_05
Patent number
US07378409B2

Reaction notes

Loading…