HCID 90032873, compound → HCID 112741268, compound

HRID 2200126Notes

Reaction equation

HRID 2200126 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][CH:4]([O:7][C:8]2[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([N+:18]([O-])=O)[CH:9]=2)[CH2:3]1>CO.[Pd]>[CH3:1][N:2]1[CH2:6][CH2:5][CH:4]([O:7][C:8]2[CH:9]=[C:10]([CH:11]=[C:12]([C:14]([F:15])([F:16])[F:17])[CH:13]=2)[NH2:18])[CH2:3]1

Participants

4

Reactant 1

HCID 90032873HCID 90032873, compound

Product 1

HCID 112741268HCID 112741268, compoundYield 65.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Add Pd/C (10%, 400 mg) to the solution of 1-methyl-3-(3-nitro-5-(trifluoromethyl) phenoxy)pyrrolidine (1.54 g, 5.31 mmol) in methanol (10 mL). Stir the mixture under hydrogen atmosphere at room temperature for 15 hrs. Filter off the solid and concentrate the filtrate to give crude product. Purify by flash chromatography (silica gel, EtOAc:PE=1:1) to afford the target compound (900 mg, 65%). MS: (M+1): 261.1.

Workup

  1. filtrationFilter off the solid
  2. concentrationconcentrate the filtrate
  3. customto give crude product
  4. customPurify by flash chromatography (silica gel, EtOAc:PE=1:1)

Sources & evidence

ORD record
ord-eb13164b61894f19b8be6d5c0f8980ee
Source dataset
uspto-grants-2016_06
Patent number
US09359338B2

Reaction notes

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