Reaction #45078

ord-0f67b3a1d1344487a36595d5896f6113

Reaction equation

O=C([O-])[O-]
carbonate
COc1cc(COc2cc(N)[nH]n2)cc(OC)c1.Cl
5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine hydrochloride
COc1cc(COc2cc(N)[nH]n2)cc(OC)c1
5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine
Yield 67.5%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe reaction mixture was filtered
  2. 2
    WashMP carbonate was washed with 10% MeOH in DCM
  3. 3
    OtherThis was evaporated to dryness

Procedure

MP carbonate (2.74 mmol/g) (12.00 g, 32.88 mmol) was added to 5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine hydrochloride (5 g, 17.50 mmol) in methanol (200 mL) and water (20 mL). The resulting suspension was stirred at room temperature for 18 h. The reaction mixture was filtered and MP carbonate was washed with 10% MeOH in DCM. This was evaporated to dryness to afford 5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine (2.94 g, 67.5%) as an orange waxy solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737149B2uspto-grants-2010_06