Hydrochloric Acid → HCID 15586352, compound

HRID 2290339Notes

Reaction equation

HRID 2290339 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:14][N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl>C(O)C.[Pd]>[CH3:1][CH:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][NH:5][C:4]([NH:14][N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[N:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 20232079HCID 20232079, compound

Product 1

HCID 15586352HCID 15586352, compoundYield 64.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5-Methyl-6-phenyl-3-piperidinoamino-1,2,4-triazine (2.25 g) was dissolved in ethanol (50 ml) containing anhydrous hydrogen chloride and hydrogenated over 5% palladium on carbon (0.38 g) under atmospheric pressure at room temperature. After the theoretical amount of hydrogen gas was absorbed, the catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was neutralized with an aqueous solution of sodium carbonate and extracted with ethyl acetate. The extract was dried over sodium sulfate, concentrated under reduced pressure and the residual solid was recrystallized from ethanol to give colorless crystals of 5-methyl-6-phenyl-3-piperidinoamino-2,5-dihydro-1,2,4-triazine (1.46 g), mp 188.5°~189.5° C.

Workup

  1. customAfter the theoretical amount of hydrogen gas was absorbed
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. extractionextracted with ethyl acetate
  5. dry with materialThe extract was dried over sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customthe residual solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-55e5b5cee4a0415f9260d9ca744f083b
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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