Potassium Carbonate → HCID 57581476, compound

HRID 1689960Notes

Reaction equation

HRID 1689960 reaction equation
Br.Br.[CH3:3][C@@H:4]1[CH2:9][NH:8][C@H:7]([CH3:10])[CH2:6][NH:5]1.[Cl:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15](Cl)=[N:14][N:13]=1.C(=O)([O-])[O-].[K+].[K+].CN1CCCC1=O>C(OCC)(=O)C>[Cl:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([N:5]2[CH2:6][C@@H:7]([CH3:10])[NH:8][CH2:9][C@H:4]2[CH3:3])=[N:14][N:13]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 784901,4-DichlorophthalazineHCID 68721231HCID 68721231, compound

Product 1

HCID 57581476HCID 57581476, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(2R,5R)-2,5-dimethylpiperazine dihydrobromide (2.08 g, 7.54 mmol), 1,4-dichlorophthalazine (0.500 g, 2.52 mmol), potassium carbonate (2.08 g, 15.0 mmol), and N-methylpyrrolidinone (7 mL) were heated at 120° C. for 6 hours. The reaction was taken up in ethyl acetate (75 mL) washed with aqueous K2CO3 (10%), water, and then saturated sodium chloride. The organics were dried (MgSO4) and evaporated to give a yellow oil. Chromatography over silica gel with a gradient of hexanes/0-40% ethyl acetate gave a yellow oil. MS (M+H)+=277.2.

Workup

  1. washwashed with aqueous K2CO3 (10%), water
  2. dry with materialThe organics were dried (MgSO4)
  3. customevaporated
  4. customto give a yellow oil

Sources & evidence

ORD record
ord-98e4870dd7334ada9719b7e4350fa350
Source dataset
uspto-grants-2012_04
Patent number
US08153633B2

Reaction notes

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