Triethylamine → 4-(2-Propoxybenzamido)nicotinamide

HRID 728013Notes

Reaction equation

HRID 728013 reaction equation
[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](Cl)=[O:8])[CH2:2][CH3:3].[NH2:14][C:15]1[C:20]([C:21]([NH2:23])=[O:22])=[CH:19][N:18]=[CH:17][CH:16]=1.C(N(CC)CC)C>C(#N)C>[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([NH:14][C:15]1[C:20]([C:21]([NH2:23])=[O:22])=[CH:19][N:18]=[CH:17][CH:16]=1)=[O:8])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 134980824-Amino-3-pyridinecarboxamideHCID 159219132-Propoxybenzoyl chloride

Product 1

HCID 224623874-(2-Propoxybenzamido)nicotinamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In a similar manner to Example 1 a) reaction of 2-propoxybenzoyl chloride (0.79 g), 4-aminonicotinamide (0.55 g) and triethylamine (0.40 g) in acetonitrile (12 ml) afforded a crude product which was recrystallised from ethanol-ether to afford 4-(2-propoxybenzamido)nicotinamide, 0.53 g, m.p. 164°-166° C.

Workup

  1. customafforded a crude product which
  2. customwas recrystallised from ethanol-ether

Sources & evidence

ORD record
ord-04b45d3d1e4d46519d176e5c58b7f2e9
Source dataset
uspto-grants-1991_09
Patent number
US05047404

Reaction notes

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