Sodium Hydroxide → HCID 67454686, compound

HRID 1846357Notes

Reaction equation

HRID 1846357 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[N:17]([C:18]3[CH:23]=[CH:22][C:21]([NH:24]C(=O)C)=[CH:20][CH:19]=3)[C:16](=[O:28])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>Cl>[NH2:24][C:21]1[CH:20]=[CH:19][C:18]([N:17]2[C:16](=[O:28])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=[C:8]2[C:5]2[CH:6]=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=2)=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86659817HCID 86659817, compound

Product 1

HCID 67454686HCID 67454686, compoundYield 101.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

N-(4-(2-(6-methylpyridin-3-yl)-4-oxoquinazolin-3(4H)-yl)phenyl)acetamide (0.130 g, 0.33 mmol) was refluxed in 2 N HCl for 1 hour. The mixture was cooled to room temperature and basified with 1 N NaOH, and extracted with CH2Cl2. The organics were washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo, to afford 3-(4-aminophenyl)-2-(6-methylpyridin-3-yl)quinazolin-4(3H)-one (0.110 g, quantitative).

Workup

  1. extractionextracted with CH2Cl2
  2. washThe organics were washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-008c5b75f98147d497a57e920aedb478
Source dataset
uspto-grants-2015_02
Patent number
US08952021B2

Reaction notes

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