Water → HCID 59406341, compound

HRID 2060083Notes

Reaction equation

HRID 2060083 reaction equation
[N:1]([CH2:4][C:5]1[CH:6]=[N:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][CH:11]=2)[CH:9]=1)=[N+]=[N-].O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>O1CCOCC1>[CH3:19][S:16]([C:13]1[CH:12]=[CH:11][C:10]([N:8]2[CH:9]=[C:5]([CH2:4][NH2:1])[CH:6]=[N:7]2)=[CH:15][CH:14]=1)(=[O:17])=[O:18]

Participants

5

Reactant 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 594064244-(Azidomethyl)-1-[4-(methylsulfonyl)phenyl]-1H-pyrazole

Product 1

HCID 59406341HCID 59406341, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-azidomethyl-1-(4-methanesulfonyl-phenyl)-1H-pyrazole (1.90 g, 7.12 mmol, 1.00 equiv) in 1,4-dioxane (10 mL) was added water (1 mL) and triphenylphosphine resin (2.8 g, 3 mol/g, 200-400 mesh, 1.2 equiv). The suspension was stirred overnight. Filtration and concentration afforded C-[1-(4-methanesulfonyl-phenyl)-1H-pyrazol-4-yl]-methylamine as a colorless solid. LCMS: (MH)+=252.1 (0.55 min). This compound was utilized in the following Example 22.1.

Workup

  1. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-9e6c728777894f3d81140d2677857c4c
Source dataset
uspto-grants-2012_10
Patent number
US08278337B2

Reaction notes

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