Hydrochloric Acid → HCID 69271961, compound

HRID 1825628Notes

Reaction equation

HRID 1825628 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][CH:11]=[C:12]3[C:17]=2[O:16][C:15]([C:18]([O:20]CC)=[O:19])=[CH:14][C:13]3=[O:23])[CH2:4][CH2:3]1.[ClH:24]>>[ClH:24].[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][CH:11]=[C:12]3[C:17]=2[O:16][C:15]([C:18]([OH:20])=[O:19])=[CH:14][C:13]3=[O:23])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 22142195HCID 22142195, compound

Product 1

HCID 69271961HCID 69271961, compound

Procedure

Ethyl 8-(4-methyl-1-piperazinyl)-4-oxo-4H-chromene-2-carboxylate as prepared in Reference Example 1d (1.01 g. 3.19 mmol) was suspended in 6 M HCl (60 ml) and to reflux for 1.5 h (after 20 min a clear solution was obtained). The reaction was allowed to cool. The solution was concentrated in vacuo and anhydrous toluene was added (×3) and the solution was again concentrated in vacuo to give 8-(4-methyl-1-piperazinyl)-4-oxo-4H-chromene-2-carboxylic acid hydrochloride as a yellow powder (1.02 g, quantitative yield). LC/MS (M+1) m/z 289.

Workup

  1. temperatureto reflux for 1.5 h (after 20 min a clear solution
  2. customwas obtained)
  3. temperatureto cool
  4. concentrationThe solution was concentrated in vacuo and anhydrous toluene
  5. additionwas added (×3)
  6. concentrationthe solution was again concentrated in vacuo

Sources & evidence

ORD record
ord-9027b2088f93460bb16ef4a1e1184d10
Source dataset
uspto-grants-2006_05
Patent number
US07045514B2

Reaction notes

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