Hydrochloric Acid → HCID 54683481, compound

HRID 1349489Notes

Reaction equation

HRID 1349489 reaction equation
[F:1][C:2]1[CH:38]=[CH:37][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:11]([CH2:31][CH:32](OC)OC)[CH:12]=[C:13]([C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27])[C:14](=[O:24])[C:15]=2[O:16]CC2C=CC=CC=2)=[O:9])=[CH:4][CH:3]=1.[ClH:39]>C(O)(=O)C>[ClH:39].[CH3:28][C:26]([CH3:29])([CH3:27])[C:25]([C:13]1[C:14](=[O:24])[C:15]([OH:16])=[C:10]2[C:8](=[O:9])[N:7]([CH2:6][C:5]3[CH:37]=[CH:38][C:2]([F:1])=[CH:3][CH:4]=3)[CH:32]=[CH:31][N:11]2[CH:12]=1)=[O:30]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58859176HCID 58859176, compound

Product 1

HCID 54683481HCID 54683481, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

3-Benzyloxy-1-(2,2-dimethoxyethyl)-5-(2,2-dimethylpropionyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 4-fluorobenzylamide (157 mg) was dissolved in acetic acid (1.5 ml) and conc. hydrochloric acid (0.5 ml) was added. The mixture was stirred at 90° C. for 3 hr. The reaction mixture was concentrated and crystallized from ethyl acetate to give 7-(2,2-dimethylpropionyl)-2-(4-fluorobenzyl)-9-hydroxy-2H-pyrido[1,2-a]pyrazine-1,8-dione hydrochloride (92 mg).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-5be59e1e43a247e8a0d829e1ad9f8f3b
Source dataset
uspto-grants-2007_05
Patent number
US07211572B2

Reaction notes

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