Hydrochloric Acid → HCID 54705332, compound

HRID 1349472Notes

Reaction equation

HRID 1349472 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:36]=[CH:37][CH:38]=1)[CH2:5][NH:6][C:7]([C:9]1[N:10]([CH2:30][CH:31](OC)OC)[CH:11]=[C:12]([C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])[C:13](=[O:23])[C:14]=1[O:15]CC1C=CC=CC=1)=[O:8].Cl>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:36]=[CH:37][CH:38]=1)[CH2:5][N:6]1[CH:31]=[CH:30][N:10]2[CH:11]=[C:12]([C:24](=[O:29])[C:25]([CH3:27])([CH3:28])[CH3:26])[C:13](=[O:23])[C:14]([OH:15])=[C:9]2[C:7]1=[O:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58859135HCID 58859135, compound

Product 1

HCID 54705332HCID 54705332, compoundYield 181.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 3-benzyloxy-1-(2,2-dimethoxyethyl)-5-(2,2-dimethylpropionyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (100 mg) in dioxane (1 ml) was added conc. hydrochloric acid (1 ml) and the mixture was stirred at 90° C. for 2 hr. The solvent was evaporated, toluene was added, and the mixture was concentrated, which operations were performed twice. Crystallization from ethyl acetate-diisopropyl ether gave 2-(3-chlorobenzyl)-7-(2,2-dimethylpropionyl)-9-hydroxy-2H-pyrido[1,2-a]pyrazine-1,8-dione hydrochloride (71 mg).

Workup

  1. customThe solvent was evaporated
  2. additiontoluene was added
  3. concentrationthe mixture was concentrated
  4. customCrystallization from ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-cd23c8064be14dbea150dc480214e759
Source dataset
uspto-grants-2007_05
Patent number
US07211572B2

Reaction notes

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