Hydrochloric Acid → HCID 66792699, compound

HRID 534891Notes

Reaction equation

HRID 534891 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:19]2[CH:20]=[CH:21][C:22]([S:25][CH2:26][C:27]([O:29]CC)=[O:28])=[N:23][CH:24]=2)=[O:18])[CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].CO.Cl>O1CCCC1>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:19]2[CH:20]=[CH:21][C:22]([S:25][CH2:26][C:27]([OH:29])=[O:28])=[N:23][CH:24]=2)=[O:18])[CH2:13][CH2:12]1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 66751117HCID 66751117, compound

Product 1

HCID 66792699HCID 66792699, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl [(5-{[4-(2-tert-butylphenyl)piperazin-1-yl]carbonyl}pyridin-2-yl)sulfanyl]acetate obtained in Example 21 (390 mg), 1 M sodium hydroxide solution (12 mL), methanol (30 mL), and tetrahydrofuran (30 mL) was stirred at room temperature for 3 h. 1 M hydrochloric acid solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to provide the title compound (336 mg, 99%) as crystals.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-dc6734ef366a4c56b977f761aec2a8a2
Source dataset
uspto-grants-2014_10
Patent number
US08853215B2

Reaction notes

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