Hydrochloric Acid → HCID 86604996, compound

HRID 1725500Notes

Reaction equation

HRID 1725500 reaction equation
[Cl:1][C:2]1[C:3]([F:29])=[C:4]([CH:26]=[CH:27][CH:28]=1)[C:5]([N:7]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[N:19]=[C:18]([NH:20][C:21]3[S:22][CH:23]=[CH:24][N:25]=3)[CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8]1)=[O:6].Cl>C(O)C>[ClH:1].[Cl:1][C:2]1[C:3]([F:29])=[C:4]([CH:26]=[CH:27][CH:28]=1)[C:5]([N:7]1[CH2:12][CH2:11][N:10]([CH2:13][C:14]2[N:19]=[C:18]([NH:20][C:21]3[S:22][CH:23]=[CH:24][N:25]=3)[CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8]1)=[O:6]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11676373HCID 11676373, compound

Product 1

HCID 86604996HCID 86604996, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

5.09 g of 6-((4-(3-chloro-2-fluorobenzoyl)piperazin-1-yl)methyl)-N-thiazol-2-ylpyridin-2-amine (Example 5) was suspended in 100 ml of ethanol, and aqueous hydrogen chloride solution(1.0 M, 11.8 ml) was added thereto at room temperature. The reaction mixture was stirred at 80° C. for 30 minutes and then cooled and evaporated. The resulting residue was dissolved in 250 ml of ethanol by heating under reflux. Then stirring and heating were stopped and the solution was cooled slowly to room temperature. The precipitate was filtered and dried to give 6-((4-(3-chloro-2-fluorobenzoyl)piperazin-1-yl)methyl)-N-thiazol-2-ylpyridin-2-amine hydrochloride as crystal.

Workup

  1. customat room temperature
  2. temperaturecooled
  3. customevaporated
  4. dissolutionThe resulting residue was dissolved in 250 ml of ethanol
  5. temperatureby heating
  6. temperatureunder reflux
  7. stirringThen stirring
  8. temperatureheating
  9. temperaturethe solution was cooled slowly to room temperature
  10. filtrationThe precipitate was filtered
  11. customdried

Sources & evidence

ORD record
ord-cfcaad44b02f478f83e4bdc59834f0eb
Source dataset
uspto-grants-2009_02
Patent number
US07491720B2

Reaction notes

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