4-Aminopyridine → 3-Chloro-N-4-pyridinylbenzamide

HRID 872263Notes

Reaction equation

HRID 872263 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[Cl:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12](Cl)=[O:13]>>[Cl:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([NH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1)=[O:13]

Participants

3

Reactant 2

HCID 17274-AminopyridineHCID 69252Benzoyl chloride, 3-chloro-

Product 1

HCID 8491283-Chloro-N-4-pyridinylbenzamideYield 52%

Procedure

Employing 0.18 g (1.9 mmol) of 4-amino-pyridine and 0.51 g, (2.9 mmol) of 3-chlorobenzoyl chloride in the procedure described above and elution with CHCl3/MeOH/Et3N (9.8:0.1:0.1) resulted in white crystals (52% yield).

Workup

  1. washelution with CHCl3/MeOH/Et3N (9.8:0.1:0.1)

Sources & evidence

ORD record
ord-d226ed2f36dd41f1b3056d47611bcb15
Source dataset
uspto-grants-2015_03
Patent number
US08975288B2

Reaction notes

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