Potassium Carbonate → HCID 57581543, compound

HRID 1689966Notes

Reaction equation

HRID 1689966 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 67045839HCID 67045839, compound

Product 1

HCID 57581543HCID 57581543, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(2S,5S)-2,5-dimethylpiperazine dihydrobromide (1.16 g, 4.20 mmol), 1,4-dichlorophthalazine (700 mg, 3.52 mmol), potassium carbonate (973 mg, 7.04 mmol), and N-methylpyrrolidinone (7 mL) were heated at 120° C. for 22 hours. The reaction was taken up in ethyl acetate (80 mL) and washed with aqueous K2CO3 (10%), water, and saturated sodium chloride. The organics were dried (MgSO4) and evaporated to give an orange oil. Chromatography over silica gel with a gradient of hexanes+2.5% triethylamine/0-100% ethyl acetate+2.5% triethylamine gave a pale yellow semi-solid. MS (M+H)+=277.8.

Workup

  1. washwashed with aqueous K2CO3 (10%), water, and saturated sodium chloride
  2. dry with materialThe organics were dried (MgSO4)
  3. customevaporated
  4. customto give an orange oil

Sources & evidence

ORD record
ord-7150be0b1e79452996c4dde9d289a8c7
Source dataset
uspto-grants-2012_04
Patent number
US08153633B2

Reaction notes

Loading…