4-Anilinopiperidine-4-carboxamide → 1-[(1,2,3,4-Tetrahydro-1-oxo-2-naphthalenyl)methyl]-4-anilino isonipecotamide

HRID 2072478Notes

Reaction equation

HRID 2072478 reaction equation
Cl.[CH3:2][N:3]([CH2:5][CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16])[CH3:4].[NH:17]([C:24]1([C:30]([NH2:32])=[O:31])[CH2:29]CNC[CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[O:16]=[C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:14][CH2:15][CH:6]1[CH2:5][N:3]1[CH2:2][CH2:25][C:24]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:30]([NH2:32])=[O:31])[CH2:29][CH2:4]1

Participants

4

Reactant 2

HCID 964284-Anilinopiperidine-4-carboxamideHCID 1998671(2H)-Naphthalenone, 2-((dimethylamino)methyl)-3,4-dihydro-, hydrochloride (1:1)

Product 1

HCID 214082001-[(1,2,3,4-Tetrahydro-1-oxo-2-naphthalenyl)methyl]-4-anilino isonipecotamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[(Dimethylamino)methyl]-3,4-dihydro-1(2H)-naphthalenone, hydrochloride (10.0 g) and 4-anilino isonipecotamide (10.2 g) are dissolved in absolute ethanol (150 ml) by brief heating. The reaction mixture is stirred at room temperature under nitrogen for 16 hours. The resulting precipitate is collected by filtration, washed with additional absolute ethanol, and dried in vacuo to give the title compound.

Workup

  1. filtrationThe resulting precipitate is collected by filtration
  2. washwashed with additional absolute ethanol
  3. customdried in vacuo

Sources & evidence

ORD record
ord-8abc3a8a4293487e9046638f4b2f0cd2
Source dataset
uspto-grants-1977_09
Patent number
US04051248

Reaction notes

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