HCID 66970452, compound → HCID 59428043, compound

HRID 446243Notes

Reaction equation

HRID 446243 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH3:18])[CH2:12][CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])=[C:7]([N+:19]([O-])=O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([C:5]1[CH:6]=[C:7]([NH2:19])[C:8]([N:11]([CH2:12][CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])[CH3:18])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 66970452HCID 66970452, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59428043HCID 59428043, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-(4-tert-Butyl-2-nitro-phenyl)-N,N′,N′-trimethyl-propane-1,3-diamine (Step 2, 200 mg, 0.682 mmol) was dissolved in 7 mL MeOH. Palladium (66 mg, 0.062 mmol, 10% w/w on carbon) was added, a balloon containing hydrogen was inserted, and the reaction was stirred at RT for 18 h. The solution was then filtered through a pad of Celite and concentrated, yielding the title compound as a dark brown solid. MS (M+H)+=264; Calc'd 263.42 for C16H29N3.

Workup

  1. filtrationThe solution was then filtered through a pad of Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-fb22780fbf9940ba8f7ffb0469ac23d9
Source dataset
uspto-grants-2013_07
Patent number
US08476434B2

Reaction notes

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