Acetic Anhydride → N-(1,3-dimethylpyrazol-4-yl)acetamide

HRID 1045911

反応式

HRID 1045911 の反応式
C(O[C:5](=[O:7])[CH3:6])(=O)C.Cl.[CH3:9][N:10]1[CH:14]=[C:13]([NH2:15])[C:12]([CH3:16])=[N:11]1.C([O-])(=O)C.[K+]>CCOC(C)=O>[CH3:9][N:10]1[CH:14]=[C:13]([NH:15][C:5](=[O:7])[CH3:6])[C:12]([CH3:16])=[N:11]1

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 517044Potassium AcetateHCID 126871971,3-dimethyl-1H-pyrazol-4-amine hydrochloride

生成物 1

HCID 19346285N-(1,3-dimethylpyrazol-4-yl)acetamide

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Acetic anhydride (27.2 mL, 243.89 mmol) was dropwise added to a stirred suspension of 1,3-dimethyl-pyrazol-4-amine hydrochloride (12 g, 81.30 mmol) and potassium acetate (7.98 g, 81.30 mmol) in EtOAc (250 mL) at 25° C. The suspension was stirred for 1 hour and the insoluble was removed by filtration. After evaporation of the solvent, the resulting crude material was purified by chromatography on silica gel eluting with 0% to 10% of MeOH in DCM. After evaporation of the solvent, the residue was triturated in Et2O. The resulting precipitate was collected by filtration, washed with Et2O and dried to a constant weight to afford N-(1,3-dimethylpyrazol-4-yl)acetamide. The filtrate was concentrated and purified by flash chromatography on silica gel eluting with 0 to 10% MeOH in DCM. The solvent was evaporated to dryness to afford more N-(1,3-dimethylpyrazol-4-yl)acetamide. The two batches were combined to give N-(1,3-dimethylpyrazol-4-yl)acetamide (6.40 g, 51.4%) as a off-white solid.

後処理

  1. customthe insoluble was removed by filtration
  2. customAfter evaporation of the solvent
  3. customthe resulting crude material was purified by chromatography on silica gel eluting with 0% to 10% of MeOH in DCM
  4. customAfter evaporation of the solvent
  5. customthe residue was triturated in Et2O
  6. filtrationThe resulting precipitate was collected by filtration
  7. washwashed with Et2O
  8. customdried to a constant weight

出典と根拠

ORDレコード
ord-b2f475017a2c4b4eb7a6aa1e4d87a5c4
出典データセット
uspto-grants-2013_10
特許番号
US08569298B2

関連ノート

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