HCID 66970354, compound → HCID 58587940, compound

HRID 1361609Notes

Reaction equation

HRID 1361609 reaction equation
[N+:1]([C:4]1[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[CH:13][C:5]=1[CH2:6][N:7]1[CH2:11][CH2:10][O:9][C:8]1=[NH:12])([O-])=O.[H][H]>[Pd].CO>[NH:12]=[C:8]1[N:7]([CH2:6][C:5]2[CH:13]=[CH:14][C:15]([C:17]([F:18])([F:19])[F:20])=[CH:16][C:4]=2[NH2:1])[CH2:11][CH2:10][O:9]1

Participants

5

Reactant 2

HCID 66970354HCID 66970354, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58587940HCID 58587940, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a 100 mL round bottom flask, added palladium (110 mg, 0.10 mmol, 10% w/w on carbon), methanol (20 mL), and 3-(2-nitro-4-(trifluoromethyl)benzyl)oxazolidin-2-imine (Step 2, 600 mg, 2.07 mmol). Attached a balloon containing hydrogen, stirred at room temperature for 22 hours. Filtered through a pad of Celite, concentrated down to yield 2-((2-iminooxazolidin-3-yl)methyl)-5-(trifluoromethyl)benzenamine as a waxy orange-yellow solid. MS (M+H)+=260; Calc'd 259.22 for C11H12F3N3O.

Workup

  1. filtrationFiltered through a pad of Celite
  2. concentrationconcentrated down

Sources & evidence

ORD record
ord-a6fcdb79d9b64def9a491fb23a8555e7
Source dataset
uspto-grants-2011_02
Patent number
US07880000B2

Reaction notes

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