Hydrochloric Acid → HCID 21658398, compound

HRID 973658Notes

Reaction equation

HRID 973658 reaction equation
C([Cl:4])(=O)C.[ClH:5].[NH:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[C:15]([C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1)=[O:16].[H][H]>C(O)C.[Pt]>[ClH:4].[ClH:5].[NH:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[CH:15]([CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)[OH:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 15567598HCID 15567598, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21658398HCID 21658398, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent2×

Procedure

To stirred ethanol (50 ml) at 0° C. was added acetyl chloride (2.5 ml, 35 mmol) dropwise. After stirring 5 minutes, this ethanolic HCl was added to lH-benzimidazole-2-yl-4-pyridinyl-methanone (5.0 g, 22.4 mmol) in ethanol (200 ml). This solution was charged with platinum IV oxide (0.5 g) and hydrogen (50 lb/in2) and shaken for 20 hours. The solution was filtered, concentrated, and the resulting solid was recrystallized from methanol with 2-butanone to afford lH-benzimidazol-2-yl-4-piperidinyl-methanol dihydrochloride as the desired product m.p. 270-272° C.

Workup

  1. stirringshaken for 20 hours
  2. filtrationThe solution was filtered
  3. concentrationconcentrated
  4. customthe resulting solid was recrystallized from methanol with 2-butanone

Sources & evidence

ORD record
ord-2fb80ee7904c4d9cbe14d18d6db73b68
Source dataset
uspto-grants-1991_11
Patent number
US05064840

Reaction notes

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