Nitrogen → HCID 86650887, compound

HRID 2064957Notes

Reaction equation

HRID 2064957 reaction equation
N#N.[N+:3]([C:6]1[CH:7]=[N:8][N:9]([CH2:11][C:12]2[O:16][N:15]=[C:14]([CH2:17][OH:18])[CH:13]=2)[CH:10]=1)([O-:5])=[O:4].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[N+:3]([C:6]1[CH:7]=[N:8][N:9]([CH2:11][C:12]2[O:16][N:15]=[C:14]([CH:17]=[O:18])[CH:13]=2)[CH:10]=1)([O-:5])=[O:4]

Participants

5

Reactant 3

HCID 947NitrogenHCID 66928835[5-(4-Nitro-pyrazol-1-ylmethyl)-isoxazol-3-yl]-methanolHCID 178418287HCID 178418287, compound

Product 1

HCID 86650887HCID 86650887, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [5-(4-nitro-pyrazol-1-ylmethyl)-isoxazol-3-yl]-methanol (1.82 g, 8.20 mmol) in CH2Cl2 (25.0 mL) was added to an ice-chilled suspension of pyridinium chlorochromate (5.35 g, 24.36 mmol) in CH2Cl2 (25.0 mL). The reaction mixture was stirred for 4.5 h at rt. It was filtered over celite and the solvent was removed under reduced pressure. Purification of the residue by FC (50:50 hept-EA) gave the title compound as a colorless oil. TLC: rf (50:50 hept-EA)=0.36. LC-MS-conditions 02: tR=0.60 min.

Workup

  1. temperaturechilled
  2. filtrationIt was filtered over celite
  3. customthe solvent was removed under reduced pressure
  4. customPurification of the residue by FC (50:50 hept-EA)

Sources & evidence

ORD record
ord-a06c9256e6584dc189de65c25a839c95
Source dataset
uspto-grants-2012_10
Patent number
US08288419B2

Reaction notes

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