3-Chlorophenyl pyridyl acetamide → Hydrochloric Acid

HRID 2373199Notes

Reaction equation

HRID 2373199 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[C:9]([NH2:11])=[O:10])[CH:5]=[CH:6][CH:7]=1>C(O)(=O)C.[Pt]>[ClH:1].[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][NH:13]2)[C:9]([NH2:11])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 1

HCID 107291413-Chlorophenyl pyridyl acetamide

Product 2

HCID 313Hydrochloric AcidHCID 23103127HCID 23103127, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

Yet another process, published in Journal of Medicinal Chemistry 1996, Vol. (39), (6), 1201-1209, teaches catalytic hydrogenation of a solution of 0.43 gm (1.7 mmole) of 3-chlorophenyl pyridyl acetamide in 15 ml of acetic acid and 0.14 gm of 5% Platinum on carbon at 30-40° C. for 10 hrs. The catalyst was removed by filtration and the solvent acetic acid was evaporated to dryness, excess concentrated hydrochloric acid was added, further evaporated to dryness to give hydrochloride of 3-chlorophenyl-2-piperidyl acetamide hydrochloride.

Workup

  1. customat 30-40° C.
  2. customfor 10 hrs
  3. customThe catalyst was removed by filtration
  4. customthe solvent acetic acid was evaporated to dryness, excess concentrated hydrochloric acid
  5. additionwas added
  6. customfurther evaporated to dryness

Sources & evidence

ORD record
ord-a07fc0d2d27747c8be670b5a05f6e367
Source dataset
uspto-grants-2008_12
Patent number
US07459467B2

Reaction notes

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