2-Chloro-2'-(phenylmethoxy)-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine → HCID 67280209, compound

HRID 1694734Notes

Reaction equation

HRID 1694734 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:10]=1[O:19]CC1C=CC=CC=1>C(O)C.[Pt]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([C:9]2[C:10]([OH:19])=[CH:11][CH:12]=[C:13]([C:15]([F:16])([F:17])[F:18])[CH:14]=2)=[C:2]([Cl:1])[CH:7]=1

Participants

4

Reactant 1

HCID 672800212-Chloro-2'-(phenylmethoxy)-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

Product 1

HCID 67280209HCID 67280209, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalyst2×HCID 702EthanolSolvent

Procedure

5% Pt/C (0.088 g) was added to a solution of the product from step (i) in ethanol (20 ml) and hydrogenated at RT and 1 bar for 18 h. Extra Pt/C (0.1 g) was added and hydrogenated for a further 3 h at 2 bar. The catalyst was removed by filtration and the filtrate evaporated to leave a solid residue. The residue was purified by chromatography on silica eluting with 50% EtOAc/isohexane. Yield 0.083 g.

Workup

  1. waithydrogenated for a further 3 h at 2 bar
  2. customThe catalyst was removed by filtration
  3. customthe filtrate evaporated
  4. customto leave a solid residue
  5. customThe residue was purified by chromatography on silica eluting with 50% EtOAc/isohexane

Sources & evidence

ORD record
ord-155ba9bab81b46c1a993482cfe1b19f7
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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