3-Chloroaniline → HCID 86707780, compound

HRID 2410136Notes

Reaction equation

HRID 2410136 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([Br:24])[N:9]([CH:21]([CH3:23])[CH3:22])[C:10]=1[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[CH3:20])O)=[O:5])[CH3:2].[Cl:25][C:26]1[CH:27]=[C:28]([CH:30]=[CH:31][CH:32]=1)[NH2:29]>C(Cl)Cl.O>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([Br:24])[N:9]([CH:21]([CH3:23])[CH3:22])[C:10]=1[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[CH3:20])[NH:29][C:28]1[CH:30]=[CH:31][CH:32]=[C:26]([Cl:25])[CH:27]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 79323-ChloroanilineHCID 86707752HCID 86707752, compound

Product 1

HCID 86707780HCID 86707780, compound

Reagents, catalysts & solvents 1

HCID 21908982Water methylene chlorideSolvent

Procedure

The title compound was prepared in analogy to the procedure described for step E2 with the intermediate C and the 3-chloroaniline. The reaction mixture was diluted in DCM/water and the phases were separated. The organic phase was dried (Na2SO4) and concentrated. The product was purified by flash chromatography (heptane/EtOAc, 9:1) to give the title compound. tR: 1.47 min (LC-MS 2); ESI-MS: 524.0/526.0/528.2 [M+H]+ (LC-MS 2).

Workup

  1. customThe title compound was prepared in analogy to the procedure
  2. customthe phases were separated
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. concentrationconcentrated
  5. customThe product was purified by flash chromatography (heptane/EtOAc, 9:1)

Sources & evidence

ORD record
ord-f35b6beeccf741868f98740febbe1eaf
Source dataset
uspto-grants-2014_08
Patent number
US08815926B2

Reaction notes

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