Hydrogen Bromide → HCID 54704316, compound

HRID 494097Notes

Reaction equation

HRID 494097 reaction equation
C([O:8][C:9]1[C:17]2[C:16](=[O:18])[NH:15][N:14]=[C:13]([CH3:19])[C:12]=2[N:11]2[CH2:20][CH2:21][N:22]([CH3:25])[C:23](=[O:24])[C:10]=12)C1C=CC=CC=1.[H-].[Na+].[Cl:28][C:29]1[CH:30]=[C:31]([CH:34]=[CH:35][C:36]=1[Cl:37])[CH2:32]Cl.Br>CN(C=O)C.C(O)(=O)C>[Cl:28][C:29]1[CH:30]=[C:31]([CH:34]=[CH:35][C:36]=1[Cl:37])[CH2:32][N:15]1[C:16](=[O:18])[C:17]2[C:9]([OH:8])=[C:10]3[C:23](=[O:24])[N:22]([CH3:25])[CH2:21][CH2:20][N:11]3[C:12]=2[C:13]([CH3:19])=[N:14]1

Participants

7

Reactant 4

HCID 260Hydrogen BromideHCID 76093,4-Dichlorobenzyl chlorideHCID 24758Sodium hydrideHCID 68864415HCID 68864415, compound

Product 1

HCID 54704316HCID 54704316, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 10-(benzyloxy)-4,8-dimethyl-7,8-dihydropyrazino[1′,2′:1,5]-pyrrolo[2,3-d]pyridazine-1,9(2H,6H)-dione (0.05 g, 0.15 mmol) in DMF (1 mL) was treated with sodium hydride (5 mg, 0.17 mmol). The resultant mixture was stirred at room temperature for 5 minutes. After bubbling ceased, 3,4-dichlorobenzyl chloride (0.02 mL, 0.16 mmol) was added and the reaction mixture was stirred at room temperature for overnight. The reaction was then treated with 33% HBr solution in acetic acid (2 mL) and stirred at room temperature overnight. The reaction mixture was concentrated under vacuum. The residue was treated with water and the solid precipitated was collected by filtration to provide the titled compound as white solid.

Workup

  1. customAfter bubbling
  2. stirringstirred at room temperature overnight
  3. concentrationThe reaction mixture was concentrated under vacuum
  4. additionThe residue was treated with water
  5. customthe solid precipitated
  6. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-cfe0f677a70042aaae5bd021b4717362
Source dataset
uspto-grants-2009_05
Patent number
US07538112B2

Reaction notes

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