Piperidine → HCID 178464436, compound

HRID 1689562Notes

Reaction equation

HRID 1689562 reaction equation
Cl[C:2]1[N:3]=[C:4](/[N:19]=[N:20]/[C:21]2[CH:26]=[CH:25][C:24]([N:27]([CH2:31][CH3:32])[CH2:28][CH2:29][OH:30])=[CH:23][CH:22]=2)[S:5][C:6]=1[CH:7]=[C:8]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:18].[NH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>C1COCC1>[CH2:31]([N:27]([CH2:28][CH2:29][OH:30])[C:24]1[CH:25]=[CH:26][C:21](/[N:20]=[N:19]/[C:4]2[S:5][C:6]([CH:7]=[C:8]3[C:16](=[O:17])[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[C:9]3=[O:18])=[C:2]([N:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)[N:3]=2)=[CH:22][CH:23]=1)[CH3:32]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 178464434HCID 178464434, compound

Product 1

HCID 178464436HCID 178464436, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.5 g (1.07 mmol) 2-{[4-chloro-2-((E)-{4-[ethyl(2-hydroxyethyl)amino]phenyl}-diazenyl)-1,3-thiazol-5-yl]methylene}-1H-indene-1,3(2H)-dione were dissolved in 20 ml THF. Then 0.2 g (2.14 mmol) piperidine were added dropwise and the mixture was stirred under reflux for 6 hours. After cooling to room temperature, stirring was continued overnight. The formed piperidine hydrochloric salt was separated by filtration and the solvent removed with a rotary evaporator. The resulting precipitate containing the crude product was recrystallized with toluene to obtain a dark powder.

Workup

  1. temperatureunder reflux for 6 hours
  2. stirringstirring
  3. customThe formed piperidine hydrochloric salt was separated by filtration
  4. customthe solvent removed with a rotary evaporator
  5. additionThe resulting precipitate containing the crude product
  6. customwas recrystallized with toluene
  7. customto obtain a dark powder

Sources & evidence

ORD record
ord-7f78e951e6b1424b9309d4d74a245d50
Source dataset
uspto-grants-2012_04
Patent number
US08152861B2

Reaction notes

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