Oxalic Acid → HCID 68889020, compound

HRID 853071Notes

Reaction equation

HRID 853071 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-e54e6429f3124b33b946352c8bb3ddc1
Source dataset
uspto-grants-2007_08
Patent number
US07253281B2

Reaction notes

Loading…