Chloroform → HCID 178432502, compound

HRID 1455305Notes

Reaction equation

HRID 1455305 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)([NH2:12])[CH:9]([NH2:11])[CH3:10])=[CH:4][CH:3]=1.CO[C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]#N)[CH:25]=1)=[NH:23].C(Cl)(Cl)Cl>CO>[C:22]([C:24]1[CH:25]=[C:26]([C:30]2[NH:11][CH:9]([CH3:10])[C:8]([C:13]3[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=3)([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[N:12]=2)[CH:27]=[CH:28][CH:29]=1)#[N:23]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 218859191,1-Bis(4-fluorophenyl)-1,2-propanediamineHCID 552656943-Cyano-benzimidic acid methyl ester

Product 1

HCID 178432502HCID 178432502, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1,1-bis(4-fluorophenyl)-1,2-propanediamine (50 mg) was dissolved in methanol (1 mL), and to the solution was added 3-cyanobenzeneimidic acid methyl ester (75 mg). The mixture was stirred at room temperature for 24 hrs. After chloroform (5 ml) was added to the reaction mixture, insolubles were removed by filtration. After concentrating the filtrate in vacuo, the obtained residue was purified by silica gel column chromatography (C-300; hexane: ethyl acetate=3:1→1:1) to give the objective compound (10 mg).

Workup

  1. customwere removed by filtration
  2. concentrationAfter concentrating the filtrate in vacuo
  3. customthe obtained residue was purified by silica gel column chromatography (C-300; hexane: ethyl acetate=3:1→1:1)

Sources & evidence

ORD record
ord-002a05c7a5334da0a514b9167aa45dae
Source dataset
uspto-grants-2009_01
Patent number
US07482358B2

Reaction notes

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