Trifluoroacetamidine → HCID 14849767, compound

HRID 892950Notes

Reaction equation

HRID 892950 reaction equation
Br[CH:2]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[F:18][C:19]([F:24])([F:23])[C:20]([NH2:22])=[NH:21]>C(Cl)(Cl)Cl.CO>[F:17][C:14]1[CH:15]=[CH:16][C:11]([C:2]2[NH:22][C:20]([C:19]([F:24])([F:23])[F:18])=[N:21][C:3]=2[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 2776882Trifluoroacetamidine2×HCID 14500293HCID 14500293, compound

Product 1

HCID 14849767HCID 14849767, compoundYield 33.7%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

A mixture containing impure 2-bromo-2-(4-fluorophenyl)-1-phenyl-ethanone (13.07 g) and trifluoroacetamidine (5.00 g) was heated at 60° under nitrogen and with stirring for 19 h. More trifluoroacetamidine (2.00 g) was added and after a further 3 h the mixture was allowed to cool to room temperature and dissolved in chloroform/methanol before purifying by FCC eluting with System A (1:9) to give the title compound (4.60 g) as a pale yellow solid. δ (DMSO-d6) 7.16 and 7.2-7.6 (t, J 9 Hz and m, aromatic protons), 13.90 (bs, NH).

Workup

  1. temperaturewas heated at 60° under nitrogen
  2. custombefore purifying by FCC
  3. washeluting with System A (1:9)

Sources & evidence

ORD record
ord-10d95daae7494b81ab4ae18b1d8f09f0
Source dataset
uspto-grants-1992_06
Patent number
US05120848

Reaction notes

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