2-Bromopropiophenone → HCID 86667851, compound

HRID 539762Notes

Reaction equation

HRID 539762 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH2:8])=[CH:4][CH:3]=1.Br[CH:10]([CH3:19])[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:10]([CH3:19])=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:8]=2)[N:7]=1

Participants

4

Reactant 2

HCID 164522-BromopropiophenoneHCID 216436-Amino-3-chloropyridazine

Product 1

HCID 86667851HCID 86667851, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A stirred solution of 6-chloropyridazin-3-amine (1.00 g, 7.71 mmol) and 2-bromo-1-phenylpropan-1-one (Sigma-Aldrich, 1.54 g, 7.71 mmol) in acetonitrile (50 mL) is heated at 80° C. for 16 hours. The mixture is concentrated to dryness and purified via chromatography (hexanes to EtOAc) to afford the title compound (1.52 g, 81%) as a tan solid: Rf 0.52 (1:1 EtOAc:hexanes); LCMS (m/z)=244.2, 246.3 [M+H]+, tR=2.61 min.

Workup

  1. concentrationThe mixture is concentrated to dryness
  2. custompurified via chromatography (hexanes to EtOAc)

Sources & evidence

ORD record
ord-347aa1142de24a99a68f5333e85cba6f
Source dataset
uspto-grants-2014_10
Patent number
US08871767B2

Reaction notes

Loading…