Carbonate Ion → 5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine

HRID 1092071Notes

Reaction equation

HRID 1092071 reaction equation
C(=O)([O-])[O-].Cl.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH2:16][O:17][C:18]2[CH:19]=[C:20]([NH2:23])[NH:21][N:22]=2)[CH:11]=[C:12]([O:14][CH3:15])[CH:13]=1>CO.O>[CH3:15][O:14][C:12]1[CH:11]=[C:10]([CH2:16][O:17][C:18]2[CH:19]=[C:20]([NH2:23])[NH:21][N:22]=2)[CH:9]=[C:8]([O:7][CH3:6])[CH:13]=1

Participants

5

Reactant 2

HCID 19660Carbonate IonHCID 574403805-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine hydrochloride

Product 1

HCID 574403815-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amineYield 67.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

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.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washMP carbonate was washed with 10% MeOH in DCM
  3. customThis was evaporated to dryness

Sources & evidence

ORD record
ord-d85456299bae42a0b54088bbc3a7ce94
Source dataset
uspto-grants-2012_03
Patent number
US08129391B2

Reaction notes

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