Water → 6-oxo-6,6a,7,8,9,10-hexahydro-5H-pyrido[1,2-a]quinoxaline-3-carboxylic acid

HRID 576504Notes

Reaction equation

HRID 576504 reaction equation
[O:1]=[C:2]1[NH:11][C:10]2[CH:9]=[C:8]([C:12]([O:14]C)=[O:13])[CH:7]=[CH:6][C:5]=2[N:4]2[CH2:16][CH2:17][CH2:18][CH2:19][CH:3]12.[Li+].[OH-].C1COCC1.O>CO>[O:1]=[C:2]1[NH:11][C:10]2[CH:9]=[C:8]([C:12]([OH:14])=[O:13])[CH:7]=[CH:6][C:5]=2[N:4]2[CH2:16][CH2:17][CH2:18][CH2:19][CH:3]12

Participants

6

Reactant 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 53299067Methyl 6,6a,7,8,9,10-hexahydro-6-oxo-5H-pyrido[1,2-a]quinoxaline-3-carboxylate

Product 1

HCID 433253696-oxo-6,6a,7,8,9,10-hexahydro-5H-pyrido[1,2-a]quinoxaline-3-carboxylic acidYield 1,008.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 6,6a,7,8,9,10-hexahydro-6-oxo-5H-pyrido[1,2-a]quinoxaline-3-carboxylate (0.762 g, 0.29 mmole) and LiOH (0.25 g) were suspended in MeOH (5 mL), THF (5 ml) and Water (2 mL). The mixture was stirred at room temperature overnight. The reaction was evaporated to near dryness, and 2N HCl was added to adjust the PH about 2. The solid was filtered and dried to provide 6,6a,7,8,9,10-hexahydro-6-oxo-5H-pyrido[1,2-a]quinoxaline-3-carboxylic acid as white solid (0.72 g, 100%).

Workup

  1. customThe reaction was evaporated
  2. additionwas added
  3. filtrationThe solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-2766a657b4ae42a8b143be82eb889a57
Source dataset
uspto-grants-2015_05
Patent number
US09040508B2

Reaction notes

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