N-(3-(1H-tetrazol-1-yl)propyl)-2-fluoro-4-nitroaniline → HCID 125503206, compound

HRID 56192Notes

Reaction equation

HRID 56192 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][C:11]=2[F:19])[CH:5]=[N:4][N:3]=[N:2]1>C1COCC1.[Pd]>[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][C:11]=2[F:19])[CH:5]=[N:4][N:3]=[N:2]1

Participants

4

Reactant 1

HCID 90031425N-(3-(1H-tetrazol-1-yl)propyl)-2-fluoro-4-nitroaniline

Product 1

HCID 125503206HCID 125503206, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-(3-(1H-tetrazol-1-yl)propyl)-2-fluoro-4-nitroaniline (0.36 g, 1.35 mmol) in THF (10 mL) was added catalyst Pd/C (0.12 g). The reaction mixture was stirred at rt under H2 overnight. The mixture was filtered, and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1) to give the title compound as red oil (0.20 g, 63%).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1)

Sources & evidence

ORD record
ord-5d9f30ebb1f048fca5dc3c7eca003951
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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