Triethylamine → 3-(2-Propoxybenzamido)isonicotinamide

HRID 728012Notes

Reaction equation

HRID 728012 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[CH:23]=[N:22][CH:21]=[CH:20][C:16]=1[C:17]([NH2:19])=[O:18].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[CH:23]=[N:22][CH:21]=[CH:20][C:16]=1[C:17]([NH2:19])=[O:18])=[O:8])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 107492393-AminoisonicotinamideHCID 159219132-Propoxybenzoyl chloride

Product 1

HCID 224623763-(2-Propoxybenzamido)isonicotinamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In a similar manner to Example 1 a) reaction of 2-propoxybenzoyl chloride (0.99 g), 3-aminoisonicotinamide (0.69 g) and triethylamine (0.51 g) in acetonitrile (15 ml) afforded a crude product (1.45 g) which was recrystallised from methanol to afford 3-(2-propoxybenzamido)isonicotinamide, 0.73 g, m.p. 214°-7° C.

Workup

  1. customafforded a crude product (1.45 g) which
  2. customwas recrystallised from methanol

Sources & evidence

ORD record
ord-0acef13b90d14e6c8fe12a179834f58e
Source dataset
uspto-grants-1991_09
Patent number
US05047404

Reaction notes

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