Dichloromethane → HCID 57581479, compound

HRID 1689952Notes

Reaction equation

HRID 1689952 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([Cl:12])=[N:4][N:3]=1.[CH3:13][C@@H:14]1[CH2:19][NH:18][CH2:17][CH2:16][NH:15]1.C(OCC)(=O)C.ClCCl>C(C(C)=O)C>[Cl:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([N:18]2[CH2:17][CH2:16][NH:15][C@@H:14]([CH3:13])[CH2:19]2)=[N:3][N:4]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8857Ethyl AcetateHCID 784901,4-DichlorophthalazineHCID 73304342-Methylpiperazine, (R)-

Product 1

HCID 57581479HCID 57581479, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1,4-dichlorophthalazine (5.00 g, 25.1 mmol) and (R)-2-methylpiperazine (6.29 g, 62.8 mmol) were dissolved in methyl ethyl ketone (80 mL) and stirred at rt for 2 days. The reaction was added to ethyl acetate (350 mL) and washed once with aqueous K2CO3 (10%), once with water, and once with saturated sodium chloride. The organic phase was dried (MgSO4) and evaporated to give an orange oil. Chromatography over silica gel with a gradient of dichloromethane/0-5% methanol gave a pale yellow solid. MS (M+H)+=263.1.

Workup

  1. washwashed once with aqueous K2CO3 (10%), once with water
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated
  4. customto give an orange oil

Sources & evidence

ORD record
ord-b8d21b2188a94f038766193f44170c35
Source dataset
uspto-grants-2012_04
Patent number
US08153633B2

Reaction notes

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