Methanol → HCID 23110160, compound

HRID 1437247Notes

Reaction equation

HRID 1437247 reaction equation
[CH2:1]1[C:3]2([C:8](=O)[NH:7][CH2:6][C:5](=O)[NH:4]2)[CH2:2]1.CO.[ClH:13].O1CCOCC1>O1CCCC1>[ClH:13].[CH2:2]1[C:3]2([CH2:8][NH:7][CH2:6][CH2:5][NH:4]2)[CH2:1]1

Participants

5

Reactant 3

HCID 887MethanolHCID 153380054,7-Diazaspiro[2.5]octane-5,8-dioneHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 23110160HCID 23110160, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1.04M Borane-tetrahydrofuran complex in tetrahydrofuran (24.7 mL) was added dropwise to 4,7-diazaspiro[2.5]octane-5,8-dione (1.2 g) in tetrahydrofuran (30 mL) at 0° C. over a period of 30 minutes, and the resultant mixture was refluxed under heat for 13 hours. To the reaction mixture, methanol (4 mL) and 4N HCl-dioxane (8 mL) were added at 0° C., and the mixture was refluxed under heat for 1 hour, and then cooled in air. The precipitated solid was recovered by filtration, and washed with tetrahydrofuran, to thereby give a product mixture containing the title compound (1.86 g).

Workup

  1. temperatureunder heat for 13 hours
  2. temperaturethe mixture was refluxed
  3. temperatureunder heat for 1 hour
  4. temperaturecooled in air
  5. filtrationThe precipitated solid was recovered by filtration
  6. washwashed with tetrahydrofuran
  7. customto thereby give a product mixture

Sources & evidence

ORD record
ord-640ba7936de64f858904162ce255e6da
Source dataset
uspto-grants-2009_11
Patent number
US07622471B2

Reaction notes

Loading…