Hydrochloric Acid → HCID 86753091, compound

HRID 2393412Notes

Reaction equation

HRID 2393412 reaction equation
[CH3:1][NH:2][C:3](=[O:27])[NH:4][C:5]1[CH:21]=[CH:20][C:19]2[C:10]3[NH:11][C:12](=[O:18])[C:13]4[N:14]([CH:15]=[CH:16][N:17]=4)[C:9]=3[CH:8]([CH2:22][C:23]([O:25]C)=[O:24])[C:7]=2[CH:6]=1.[ClH:28]>O1CCOCC1>[ClH:28].[CH3:1][NH:2][C:3](=[O:27])[NH:4][C:5]1[CH:21]=[CH:20][C:19]2[C:10]3[NH:11][C:12](=[O:18])[C:13]4[N:14]([CH:15]=[CH:16][N:17]=4)[C:9]=3[CH:8]([CH2:22][C:23]([OH:25])=[O:24])[C:7]=2[CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86753090HCID 86753090, compound

Product 1

HCID 86753091HCID 86753091, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 1.4 g of enantiomer A which is methyl [8-(3-methylureido)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-yl]acetate, 13 ml of 8N hydrochloric acid and 65 ml of dioxane is heated at a temperature in the region of 40° C. for 33 hours. The reaction mixture is filtered and the solid is washed with ethyl ether and dried under vacuum (1 mmHg; 0.13 kPa). 0.9 g of (+)-[8-(3-methylureido)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-yl)acetic acid hydrochloride is obtained in the form of a yellow solid melting above 260° C. (Analysis, % calculated C: 52.38, H: 4.14, Cl: 9.10, N: 17.97, O: 16.42, % found C: 52.4, H: 3.7, N: 17.8; [α]20D =+94.2°).

Workup

  1. additionA mixture of 1.4 g of enantiomer A which
  2. filtrationThe reaction mixture is filtered
  3. washthe solid is washed with ethyl ether
  4. customdried under vacuum (1 mmHg; 0.13 kPa)

Sources & evidence

ORD record
ord-41bf1d4468f841299cdf5bf267d91603
Source dataset
uspto-grants-1998_09
Patent number
US05807859

Reaction notes

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