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

HRID 16800Notes

Reaction equation

HRID 16800 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-0f67b3a1d1344487a36595d5896f6113
Source dataset
uspto-grants-2010_06
Patent number
US07737149B2

Reaction notes

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