Methanol → HCID 21724049, compound

HRID 546055Notes

Reaction equation

HRID 546055 reaction equation
[N+:1]([C:4]1[CH:8]=[CH:7][N:6]([CH2:9][CH2:10][CH2:11][CH3:12])[N:5]=1)([O-])=O.CO.[H][H]>C(OCC)(=O)C.[Pd]>[CH2:9]([N:6]1[CH:7]=[CH:8][C:4]([NH2:1])=[N:5]1)[CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 3

HCID 887MethanolHCID 67190679HCID 67190679, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21724049HCID 21724049, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
25 °C

Procedure

3-Nitro-1-butyl-1H-pyrazole (111 mg, 0.66 mmol) was dissolved in ethyl acetate (3 mL) and methanol (3 mL) was added. Palladium, 10 wt. % on activated carbon, wet (˜50 mg) was added to the reaction. The vial was charged with hydrogen gas (via balloon) and the reaction stirred for 16 h at 25° C. The reaction was passed through a plug of celite and concentrated in vacuo to afford 1-butyl-1H-pyrazol-3-ylamine (82 mg, 90%) as a golden oil: ESI-LRMS m/e calcd for C7H13N3 [M+] 139.12, found 140.3 [M+H+].

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4ee90b942cbc4c7d93d7e4b17f5d1be8
Source dataset
uspto-grants-2011_05
Patent number
US07935699B2

Reaction notes

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