Oxalic Acid → HCID 68889020, compound

HRID 585837Notes

Reaction equation

HRID 585837 reaction equation
[CH3:1][C@H:2]1[N:7]2[C:8]3[C:9]([CH3:16])=[CH:10][CH:11]=[CH:12][C:13]=3[C:14]([CH3:15])=[C:6]2[C:5](=O)[NH:4][CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:24]([OH:29])(=[O:28])[C:25]([OH:27])=[O:26]>CCOCC>[C:24]([OH:29])(=[O:28])[C:25]([OH:27])=[O:26].[CH3:1][C@H:2]1[N:7]2[C:8]3[C:9]([CH3:16])=[CH:10][CH:11]=[CH:12][C:13]=3[C:14]([CH3:15])=[C:6]2[CH2:5][NH:4][CH2:3]1

Participants

5

Reactant 3

HCID 971Oxalic AcidHCID 21226445Aluminium lithium hydrideHCID 68889613HCID 68889613, compound

Product 1

HCID 68889020HCID 68889020, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

(R)-4,6,10-Trimethyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (200 mg, 0.88 mmol) was reacted with lithium aluminum hydride in accordance with the general method of example 15a). The crude material obtained was dissolved in ether (10 mL) and treated with oxalic acid solution (20% in ethanol, 7 mL). The precipitate was collected by filtration and dried to afford the title compound (196 mg, 74%). White solid. Anal. calc. for C16H20N2O4: C, 63.14; H, 6.62; N, 9.20; found: C, 62.86; H, 6.87; N, 8.92.

Workup

  1. customThe crude material obtained
  2. filtrationThe precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-c15c57ecb1aa4ca1a49cf0781566564f
Source dataset
uspto-grants-2005_08
Patent number
US06933387B2

Reaction notes

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