Oxalic Acid → HCID 68889020, compound

HRID 1760606Notes

Reaction equation

HRID 1760606 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 aluminium hydride in accordance with the general method of example 1a). 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-b19c5bde998c47f8a9fc3bd12b96b2a0
Source dataset
uspto-grants-2005_01
Patent number
US06844345B2

Reaction notes

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