Isopropylamine → 6-bromo-N-isopropylphthalazin-1-amine

HRID 422545Notes

Reaction equation

HRID 422545 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.[CH:13]([NH2:16])([CH3:15])[CH3:14]>CN1C(=O)CCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([NH:16][CH:13]([CH3:15])[CH3:14])=[N:7][N:6]=[CH:5]2

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 220304246-Bromo-1-chlorophthalazine

Product 1

HCID 597260196-bromo-N-isopropylphthalazin-1-amine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
125 °C

Procedure

In a sealed glass tube, a mixture of 6-bromo-1-chlorophthalazine (18, 0.40 g, 1.64 mmol), isopropyl amine (0.420 mL, 4.92 mmol) in NMP (2.0 mL) was heated in a microwave at 125° C. for 15 minutes. The resulting brown mixture was loaded on a 40 g ISCO column (eluted with 35-100% EtOAc in Hexanes) and purified to provide the title compound a light yellow crystalline solid. MS (ESI, pos. ion) m/z: 266.9 (M+1).

Workup

  1. washThe resulting brown mixture was loaded on a 40 g ISCO column (eluted with 35-100% EtOAc in Hexanes)
  2. custompurified

Sources & evidence

ORD record
ord-99c659fd76f54037a7781aa8fe19eb65
Source dataset
uspto-grants-2012_01
Patent number
US08101612B2

Reaction notes

Loading…