Hydrochloric Acid → 5-(10-methyl-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-yl)valeric acid

HRID 2393401Notes

Reaction equation

HRID 2393401 reaction equation
[CH3:1][C:2]1([CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])[C:14]2[N:13]3[CH:15]=[CH:16][N:17]=[C:12]3[C:11](=[O:18])[NH:10][C:9]=2[C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=2.Cl>[OH-].[Na+]>[CH3:1][C:2]1([CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])[C:14]2[N:13]3[CH:15]=[CH:16][N:17]=[C:12]3[C:11](=[O:18])[NH:10][C:9]=2[C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18975437ethyl 5-(10-methyl-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]-pyrazin-10-yl)valerate

Product 1

HCID 189754175-(10-methyl-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-yl)valeric acidYield 83.3%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.52 g of ethyl 5-(10-methyl-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]-pyrazin-10-yl)valerate in 3 ml of 1N sodium hydroxide is stirred overnight at a temperature in the region of 20° C. The mixture is then treated with 3 ml of 1N hydrochloric acid and the precipitate formed is filtered off. The solid obtained is washed with distilled water (2×10 ml) and with ethyl ether (3×10 ml), and dried at 60° C. under vacuum (1 mmHg; 0.13 kPa). 0.4 g of 5-(10-methyl-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-yl)valeric acid is obtained in the form of an ochre solid melting above 260° C. (Analysis, % calculated C: 67.64, H: 5.68, N: 12.45, O: 14.23, % found C: 67.6, H: 5.8, N: 12.5).

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. customThe solid obtained
  4. washis washed with distilled water (2×10 ml) and with ethyl ether (3×10 ml)
  5. customdried at 60° C. under vacuum (1 mmHg; 0.13 kPa)

Sources & evidence

ORD record
ord-b442d42915b0417382e7287681071945
Source dataset
uspto-grants-1998_09
Patent number
US05807859

Reaction notes

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