Hydrochloric Acid → HCID 18975483, compound

HRID 2393409Notes

Reaction equation

HRID 2393409 reaction equation
[CH3:1][N:2]1[C:6]([CH:7]=[C:8]2[C:20]3[N:19]4[CH:21]=[CH:22][N:23]=[C:18]4[C:17](=[O:24])[NH:16][C:15]=3[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=3)=[CH:5][N:4]=[CH:3]1.Cl.[H][H]>[Pd].O>[CH3:1][N:2]1[C:6]([CH2:7][CH:8]2[C:20]3[N:19]4[CH:21]=[CH:22][N:23]=[C:18]4[C:17](=[O:24])[NH:16][C:15]=3[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=3)=[CH:5][N:4]=[CH:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 57242986HCID 57242986, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18975483HCID 18975483, compoundYield 65.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A mixture of 3.2 g of 10-[(1-methylimidazol-5-yl)methylene]-5H,10H-imidazo[1,2-a]indeno[1,2-e]-pyrazin-4-one, 60 ml of 1N hydrochloric acid and 30 ml of water is hydrogenated, at a temperature in the region of 20° C. and at a pressure of 1.7 bar of hydrogen, for 6 hours in the presence of 10% palladium-on-charcoal. The catalyst is removed by filtration under an inert atmosphere and the filtrate is brought to pH=6 with concentrated sodium hydroxide. The white precipitate formed is filtered off, washed with distilled water and dried at 35° C. under vacuum (1 mmHg; 0.13 kPa). 2.1 g of 10-[(1-methylimidazol-5-yl)methyl]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one are obtained in the form of a white solid melting above 260° C. (Analysis, % calculated C: 68.13, H: 4.76, N: 22.07, O: 5.04, % found C: 67.8, H: 4.9, N: 22.5).

Workup

  1. customThe catalyst is removed by filtration under an inert atmosphere
  2. customThe white precipitate formed
  3. filtrationis filtered off
  4. washwashed with distilled water
  5. customdried at 35° C. under vacuum (1 mmHg; 0.13 kPa)

Sources & evidence

ORD record
ord-509e38281d9a4cd2b5e6f8137cc3763c
Source dataset
uspto-grants-1998_09
Patent number
US05807859

Reaction notes

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