Hydrochloric Acid → HCID 19696467, compound

HRID 863466Notes

Reaction equation

HRID 863466 reaction equation
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([CH2:8][CH2:9][N:10]2[CH2:19][CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.[H][H].[ClH:24]>C(O)C.O.[Pd]>[ClH:24].[ClH:24].[NH2:1][C:4]1[CH:21]=[CH:20][C:7]([CH2:8][CH2:9][N:10]2[CH2:19][CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11]2)=[CH:6][CH:5]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 23211687HCID 23211687, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19696467HCID 19696467, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of the product of step (a) (11.0 g, 39.0 mmol) in 95% ethanol (150 ml), concentrated hydrochloric acid (7.5 ml) and water (50 ml) was added 10% Pd/C (1.0 g). The mixture was hydrogenated at 50 psig for 2.5 hours, until the theoretical amount of hydrogen was taken up. The catalyst was filtered and the filtrate concentrated to a solid residue. This was digested in absolute ethanol (75 ml), cooled, filtered and air dried; yield 11.4 g (90%) of the dihydrochloride salt.

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate concentrated to a solid residue
  3. temperaturecooled
  4. filtrationfiltered
  5. customair dried

Sources & evidence

ORD record
ord-4221e3a88732492ca16670a87d5bbeaa
Source dataset
uspto-grants-1998_02
Patent number
US05721247

Reaction notes

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