1-Benzyl-1,2-dihydropyridine-4-carboxamide → HCID 15680051, compound

HRID 703740Notes

Reaction equation

HRID 703740 reaction equation
[I-].[F:2][CH2:3][CH2:4][N:5]([N:21]=[O:22])[C:6]([NH:8][CH2:9][CH2:10][O:11][C:12](C1[CH2+]=CC=CN1C)=[O:13])=[O:7].[CH2:23]([N:30]1[CH:38]=[CH:37][C:33](C(N)=O)=[CH:32][CH2:31]1)C1C=CC=CC=1>CO>[F:2][CH2:3][CH2:4][N:5]([N:21]=[O:22])[C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]([C:37]1[CH2:33][CH:32]=[CH:31][N:30]([CH3:23])[CH:38]=1)=[O:13])=[O:7]

Participants

3

Reactant 1

HCID 132279601-Benzyl-1,2-dihydropyridine-4-carboxamide

Product 1

HCID 15680051HCID 15680051, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the quaternary nitrosourea prepared in Example 126 (0.426 g, 1 mmol) and 1-benzyl-1,2-dihydroisonicotinamide (0.21 g, 1 mmol) in 25 mL of anhydrous methanol was stirred at 0° C. for 4 hours under nitrogen. The solvent was evaporated in vacuo at about 30° C. and the residue was suspended in chloroform, filtered and flash chromatographed on a short column of neutral alumina. The title compound was obtained in 55% yield after elution with chloroform and was assigned the structure ##STR156## consistent with UV analysis.

Workup

  1. customThe solvent was evaporated in vacuo at about 30° C.
  2. filtrationfiltered
  3. customflash chromatographed on a short column of neutral alumina

Sources & evidence

ORD record
ord-61912a7133de41e9a50e38e65116f16d
Source dataset
uspto-grants-1991_01
Patent number
US04983586

Reaction notes

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