2-Methylpyrrolidine → HCID 46899466, compound

HRID 454860Notes

Reaction equation

HRID 454860 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](Cl)=[N:7][N:6]=[CH:5]2.[CH3:13][CH:14]1[CH2:18][CH2:17][CH2:16][NH:15]1>CN(C=O)C.CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([N:15]1[CH2:16][CH2:17][CH2:18][CH:14]1[CH3:13])=[N:7][N:6]=[CH:5]2

Participants

5

Reactant 2

HCID 130032-MethylpyrrolidineHCID 220304246-Bromo-1-chlorophthalazine

Product 1

HCID 46899466HCID 46899466, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 6-bromo-1-chlorophthalazine (500 mg, 2.0 mmol) and 2-methylpyrrolidine (524 μl, 5.1 mmol) in DMF (3 mL) was heated at 120° C. in an oil bath for 8 h. The mixture was diluted with MeOH and concentrated over silica gel. The residue was purified using column chromatography (0-40% EtOAc in hexanes) to give the title compound as a brown amorphous solid. MS (ESI, pos. ion) m/z: 292.0, 294.0 (M+1).

Workup

  1. concentrationconcentrated over silica gel
  2. customThe residue was purified

Sources & evidence

ORD record
ord-f8c588f1bab84e1990a7a6f75d741dd8
Source dataset
uspto-grants-2013_07
Patent number
US08497269B2

Reaction notes

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