Hydrochloric Acid → 4-(3-Methylphenylamino)isonipecotamide hydrochloride salt

HRID 1068488Notes

Reaction equation

HRID 1068488 reaction equation
C([N:8]1[CH2:16][CH2:15][C:11]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=2)([C:12]([NH2:14])=[O:13])[CH2:10][CH2:9]1)C1C=CC=CC=1.[ClH:25]>[Pd].C(O)C>[ClH:25].[CH3:24][C:20]1[CH:19]=[C:18]([NH:17][C:11]2([C:12]([NH2:14])=[O:13])[CH2:15][CH2:16][NH:8][CH2:9][CH2:10]2)[CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 211931981-Benzyl-4-(3-methylphenylamino)isonipecotamide

Product 1

HCID 211934164-(3-Methylphenylamino)isonipecotamide hydrochloride salt

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

A mixture of 1-benzyl-4-(3-methylphenylamino)-isonipecotamide (0.42 g, 1.3 mmol) and 10% palladium on charcoal (0.88 g) in a mixture of ethanol (40 mL) and ethanol saturated with anhydrous hydrochloride gas (10 mL) was shaken in a Parr hydrogenator at 60 psi for 48 h. The resultant mixture was filtered through a plug of Celite, and the filtrate concentrated to provide the title compound.

Workup

  1. filtrationThe resultant mixture was filtered through a plug of Celite
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-10ec3c58c4c844b7bc32d1a6bbe91a58
Source dataset
uspto-grants-2001_06
Patent number
US06248756B1

Reaction notes

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