Acetic Anhydride → HCID 18790719, compound

HRID 1107038Notes

Reaction equation

HRID 1107038 reaction equation
C(N(CC)CC)C.C(O[C:12](=[O:14])[CH3:13])(=O)C.Cl.[NH2:16][CH2:17][C:18]1[CH:34]=[CH:33][C:32]2[C:23]3[NH:24][C:25](=[O:31])[C:26]4[N:27]([CH:28]=[CH:29][N:30]=4)[C:22]=3[CH2:21][C:20]=2[CH:19]=1>CN(C)C=O>[O:31]=[C:25]1[NH:24][C:23]2[C:32]3[CH:33]=[CH:34][C:18]([CH2:17][NH:16][C:12](=[O:14])[CH3:13])=[CH:19][C:20]=3[CH2:21][C:22]=2[N:27]2[CH:28]=[CH:29][N:30]=[C:26]12

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 18790726HCID 18790726, compound

Product 1

HCID 18790719HCID 18790719, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.1 ml of triethylamine and then 0.52 ml of acetic anhydride are added to a suspension of 0.8 g of 8-aminomethyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one hydrochloride in 20 ml of dimethylformamide. After reacting for 18 hours at a temperature in the region of 20° C., the reaction mixture is filtered and the solid is washed successively with dimethylformamide, distilled water and acetone and then dried under reduced pressure (1 mbar) at 50° C. 0.81 g of N-[(4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[l,2-e]pyrazin-8-yl)methyl]acetamide is thus obtained in the form of a white solid melting above 260° C. (Analysis; % Calculated C: 65.30, H: 4.79, N: 19.04; % Found C: 65.3, H: 4.8, N: 18:7).

Workup

  1. filtrationthe reaction mixture is filtered
  2. washthe solid is washed successively with dimethylformamide
  3. distillationdistilled water and acetone
  4. customdried under reduced pressure (1 mbar) at 50° C

Sources & evidence

ORD record
ord-09150bbfc504496690ce48fdda0f3362
Source dataset
uspto-grants-2000_05
Patent number
US06057454

Reaction notes

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