2-Pyrazinecarboxylic acid → HCID 3532018, compound

HRID 268024Notes

Reaction equation

HRID 268024 reaction equation
N1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([OH:9])=O.O1CCC[CH2:11]1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[NH2:28][C:29]1[NH:30][C:31]2[CH:37]=[CH:36][CH:35]=[CH:34][C:32]=2[N:33]=1>O.C(N(CC)CC)C>[N:4]1[CH:5]=[CH:6][CH:11]=[C:2]([C:7]([NH:28][C:29]2[NH:30][C:31]3[CH:37]=[CH:36][CH:35]=[CH:34][C:32]=3[N:33]=2)=[O:9])[CH:3]=1

Participants

7

Reactant 4

HCID 10472-Pyrazinecarboxylic acidHCID 8028TetrahydrofuranHCID 9845Trifluoroacetic anhydrideHCID 136242-Aminobenzimidazole

Product 1

HCID 3532018HCID 3532018, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8471TriethylamineSolvent

Procedure

3.7 G. of 2-pyrazinecarboxylic acid is suspended in 20 ml. of dry tetrahydrofuran and 6.3 g. of trifluoroacetic anhydride is added thereto. To the resulting solution, at 20°-25°C., there is added 8.5 ml. of triethylamine and 4 g. of 2-aminobenzimidazole (II) and the thus-obtained reaction mixture is stirred at 20°-25°C. for about 5hours. 200 Ml. of water is then added, followed by filtration and the residue is recrystallized from aqueous acetic acid to yield 2-(2-pyrazinylcarbonylamino)-benzimidazole [(III), R = 2-pyrazinyl].

Workup

  1. additionTo the resulting solution, at 20°-25°C., there is added 8.5 ml
  2. filtrationfollowed by filtration
  3. customthe residue is recrystallized from aqueous acetic acid

Sources & evidence

ORD record
ord-fb54598be70c4b0ea8b2dca34433b367
Source dataset
uspto-grants-1976_03
Patent number
US03946031

Reaction notes

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