Hydrazine hydrate (1:1) → HCID 68864550, compound

HRID 494101Notes

Reaction equation

HRID 494101 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([C:23]([O:25]CC)=O)=[C:11]([CH:21]=O)[N:12]2[CH:17]([CH3:18])[CH2:16][N:15]([CH3:19])[C:14](=[O:20])[C:13]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:29][NH2:30]>C(O)(=O)C>[CH2:1]([O:8][C:9]1[C:10]2[C:23](=[O:25])[NH:30][N:29]=[CH:21][C:11]=2[N:12]2[CH:17]([CH3:18])[CH2:16][N:15]([CH3:19])[C:14](=[O:20])[C:13]=12)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86624796HCID 86624796, compound

Product 1

HCID 68864550HCID 68864550, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of ethyl 8-(benzyloxy)-2,4-dimethyl-1-oxo-6-formyl-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate (0.29 g, 0.79 mmol), and hydrazine monohydrate (0.20 mL, 3.96 mmol) in glacial acetic acid (2 mL) was heated in a microwave oven at 100° C. for 5 minutes. The reaction mixture was concentrated under vacuum and the residue partitioned between dichloromethane and aqueous sodium bicarbonate. The organic extract was dried over MgSO4, filtered, and concentrated to provide the titled dione.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customthe residue partitioned between dichloromethane and aqueous sodium bicarbonate
  3. extractionThe organic extract
  4. dry with materialwas dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto provide the titled dione

Sources & evidence

ORD record
ord-0babd9a476ba4aa6835286f3bf3c1db8
Source dataset
uspto-grants-2009_05
Patent number
US07538112B2

Reaction notes

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