Hydrochloric Acid → HCID 10302276, compound

HRID 1241904Notes

Reaction equation

HRID 1241904 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[CH:33][C:34]=1[Cl:35])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:13](=[O:31])[CH2:14][S:15][C:16]2[S:17][CH:18]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([O:29]C)=[O:28])[N:22]=3)[N:20]=2)[CH2:8][CH2:7]1.CO.[OH-].[Na+].Cl>[Cl-].[Na+].O.O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[CH:33][C:34]=1[Cl:35])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:13](=[O:31])[CH2:14][S:15][C:16]2[S:17][CH:18]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([OH:29])=[O:28])[N:22]=3)[N:20]=2)[CH2:8][CH2:7]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 21937128HCID 21937128, compound

Product 1

HCID 10302276HCID 10302276, compoundYield 97.6%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

N-[1-(3,4-Dichlorobenzyl)piperidin-4-yl]-[4-(6-methoxycarbonylpyridin-2-yl)thiazol-2-ylthio]acetamide (330 mg) was suspended in a mixed solvent of methanol (5 mL), tetrahydrofuran (5 mL) and 1 mol/L aqueous sodium hydroxide solution (1.2 mL), and the suspension was stirred at room temperature for 5 hrs. The reaction mixture was neutralized by adding 1 mol/L hydrochloric acid, and saturated brine was added. The mixture was extracted with chloroform, and the extract was dried. Then, the solvent was evaporated to give the title compound (314 mg) as a slightly yellow powder.

Workup

  1. additionwas added
  2. extractionThe mixture was extracted with chloroform
  3. customthe extract was dried
  4. customThen, the solvent was evaporated

Sources & evidence

ORD record
ord-482915115fcd4066a65f62fe46105c3d
Source dataset
uspto-grants-2006_10
Patent number
US07115635B2

Reaction notes

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