Hydrochloric Acid → HCID 18419683, compound

HRID 990100Notes

Reaction equation

HRID 990100 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[C:21]([CH3:22])=[CH:20][N:19]=[N:18]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.[ClH:23].[H][H]>CO.[Pd]>[ClH:23].[CH3:22][C:21]1[N:17]([CH:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)[N:18]=[N:19][CH:20]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 18419672HCID 18419672, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18419683HCID 18419683, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound of step (iii) was re-dissolved in methanol to the volume of 400 ml. Then to the solution were added 5% Pd/C and concentrated HCl (50 ml). The mixture was hydrogenated for 24 hr at hydrogen pressure of 100 atm and temperature 90° C. The mixture was cooled, filtered and evaporated. The resulting oily residue was dissolved at reflux in isopropanol (100 ml) and to the solution was added concentrated HCl (50 ml). The mixture was allowed to crystallise at 5° C. for 3 days and then filtered to give the title compound (135 g).

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. customevaporated
  4. dissolutionThe resulting oily residue was dissolved
  5. temperatureat reflux in isopropanol (100 ml) and to the solution
  6. additionwas added concentrated HCl (50 ml)
  7. customto crystallise at 5° C. for 3 days
  8. filtrationfiltered

Sources & evidence

ORD record
ord-439220dc58dc46248ba798a20cccf864
Source dataset
uspto-grants-2002_10
Patent number
US06458830B1

Reaction notes

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