4-Aminopyridine → HCID 18766377, compound

HRID 480957Notes

Reaction equation

HRID 480957 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH:15]([C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1)=[O:16]>>[CH:15]([C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH:1][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=2)=[O:22])=[CH:19][CH:18]=1)=[O:16]

Participants

4

Reactant 3

HCID 17274-AminopyridineHCID 8471TriethylamineHCID 124246204-Formylbenzoyl chloride

Product 1

HCID 18766377HCID 18766377, compoundYield 56%

Procedure

In the same manner as that described in Example 1(1), a reaction was carried out using commercially available 4-aminopyridine (159 mg, 1.7 mmol), triethylamine (0.38 ml, 2.7 mmol) and 4-formylbenzoyl chloride (400 mg, 2.4 mmol) and the reaction mixture was treated according to a similar procedure to that described in Example 1(1) to afford a crystalline residue which was recrystallized from a mixture of tetrahydrofuran and hexane to give 4-formyl-N-(4-pyridyl)benzamide (214 mg, yield 56%) as white powdery crystals.

Workup

  1. additionthe reaction mixture was treated
  2. customto afford a crystalline residue which
  3. customwas recrystallized from a mixture of tetrahydrofuran and hexane

Sources & evidence

ORD record
ord-18dede49a3c2484aaf9665880e39bc81
Source dataset
uspto-grants-2003_11
Patent number
US06653330B2

Reaction notes

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