Hydrochloric Acid → HCID 69550554, compound

HRID 1358609Notes

Reaction equation

HRID 1358609 reaction equation
[CH3:1][C:2]1([CH3:28])[CH2:6][O:5][C:4]([C:7]2[C:8]([C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:21])=[CH:9][C:10]([N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)=[N:11][CH:12]=2)=[N:3]1.Cl.[OH-:30].[Na+]>O1CCCC1>[NH2:3][C:2]([CH3:1])([CH3:28])[CH2:6][O:5][C:4](=[O:30])[C:7]1[C:8]([C:20](=[O:21])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:9][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[N:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18185379HCID 18185379, compound

Product 1

HCID 69550554HCID 69550554, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 1.13 g (3 mmol) [5-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-(4-methyl-piperazin-1-yl)-pyridin-4-yl]-phenyl-methanone in 30 ml tetrahydrofuran were added 3 ml of 2 N aqueous hydrochloric acid and the reaction mixture was heated at 50° C. for 18 h. After cooling to room temperature, 1 N sodium hydroxide solution was added to adjust pH 11 and the mixture was extracted with ethyl acetate. The organic layer was dried (magnesium sulfate) and evaporated to yield 1.18 g (quantitative) of the product as yellow oil.

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried (magnesium sulfate)
  4. customevaporated

Sources & evidence

ORD record
ord-a0c0115f610f434294ff5b4df17594c3
Source dataset
uspto-grants-2003_07
Patent number
US06596773B2

Reaction notes

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