HCID 59507477, compound → HCID 59507596, compound

HRID 1043779Notes

Reaction equation

HRID 1043779 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][N:12]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[N:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 59507477HCID 59507477, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59507596HCID 59507596, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(1-Isopropylpiperidin-4-yloxy)-5-nitropyridine (1 eq) was dissolved in methanol and laced under a nitrogen atmosphere. A catalytic amount of 10% palladium on carbon was added and a hydrogen balloon connected to the reaction flask. The flask was flushed five times with hydrogen and stirred at room temperature for 4 hours under hydrogen atmosphere. The solid was filtered and washed with methanol. The filtrate was evaporated under reduced pressure yielding the product as a brown oil. LC/MS (m/z): 236.3 (MH+), Rt 0.38 minutes.

Workup

  1. customThe flask was flushed five times with hydrogen
  2. filtrationThe solid was filtered
  3. washwashed with methanol
  4. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c47c206ef78047ac8191221c93fb3029
Source dataset
uspto-grants-2013_10
Patent number
US08563549B2

Reaction notes

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