Hydrochloric Acid → HCID 67030533, compound

HRID 1465493Notes

Reaction equation

HRID 1465493 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]3[S:22][C:21]([C:23]([O:25]C)=[O:24])=[CH:20][CH:19]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[OH-].[Na+].O.[ClH:30]>O1CCOCC1>[ClH:30].[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]3[S:22][C:21]([C:23]([OH:25])=[O:24])=[CH:20][CH:19]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 58181292HCID 58181292, compound

Product 1

HCID 67030533HCID 67030533, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of methyl 5-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}thiophene-2-carboxylate (550.0 mg, 1.473 mmol) in dioxane (4.5 ml) were added 1M aqueous sodium hydroxide solution (5.15 ml, 5.15 mmol) and water (2.2 ml) at 0° C. After stirring at room temperature for 1 hr, the mixture was cooled to 0° C., and 1M hydrochloric acid (8.84 ml, 8.84 mmol) was added. The mixture was concentrated to dryness to give crude 5-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}thiophene-2-carboxylic acid hydrochloride as a pale-yellow solid.

Workup

  1. temperaturethe mixture was cooled to 0° C.
  2. concentrationThe mixture was concentrated to dryness

Sources & evidence

ORD record
ord-fca88be0473446e2b8f554d0d9b5d061
Source dataset
uspto-grants-2015_04
Patent number
US08999989B2

Reaction notes

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