m-Toluidine → HCID 15545981, compound

HRID 1007753Notes

Reaction equation

HRID 1007753 reaction equation
Cl[C:2]1[C:3]([C:9]([NH2:11])=[O:10])=[N:4][CH:5]=[C:6]([Cl:8])[N:7]=1.[CH3:12][C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][CH:19]=1)[NH2:16].C(N(CC)C(C)C)(C)C>C(#N)C>[Cl:8][C:6]1[N:7]=[C:2]([NH:16][C:15]2[CH:17]=[CH:18][CH:19]=[C:13]([CH3:12])[CH:14]=2)[C:3]([C:9]([NH2:11])=[O:10])=[N:4][CH:5]=1

Participants

5

Reactant 3

HCID 7934m-ToluidineHCID 81531DiisopropylethylamineHCID 226655213,5-Dichloropyrazine-2-carboxamide

Product 1

HCID 15545981HCID 15545981, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To an acetonitrile solution of 3,5-dichloropyrazine-2-carboxamide were added 3-methylaniline and N,N-diisopropylethylamine, followed by heating to reflux for 17 hours. Thereafter, purification in the usual way afforded 5-chloro-3-(3-methylanilino)pyrazine-2-carboxamide (yellow solid).

Workup

  1. temperatureby heating
  2. temperatureto reflux for 17 hours
  3. customThereafter, purification in the usual way

Sources & evidence

ORD record
ord-d9bc789e653f468d997e7abdfac30adc
Source dataset
uspto-grants-2004_09
Patent number
US06797706B1

Reaction notes

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