Sodium Sulfate → 3-bromo-N-(4-chloro-2-(1-cyclopropylethylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

HRID 1641466

反応式

HRID 1641466 の反応式
[Br:1][C:2]1[CH:6]=[C:5]([C:7](=[O:11])SCC)[N:4]([C:12]2[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][N:13]=2)[N:3]=1.[NH2:19][C:20]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:21]=1[C:22]([NH:24][CH:25]([CH:27]1[CH2:29][CH2:28]1)[CH3:26])=[O:23].S([O-])([O-])(=O)=O.[Na+].[Na+].CC(C)([O-])C.[K+]>CS(C)=O.O>[Br:1][C:2]1[CH:6]=[C:5]([C:7]([NH:19][C:20]2[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:21]=2[C:22](=[O:23])[NH:24][CH:25]([CH:27]2[CH2:29][CH2:28]2)[CH3:26])=[O:11])[N:4]([C:12]2[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][N:13]=2)[N:3]=1

参加物

7

反応物 4

HCID 24436Sodium SulfateHCID 23665647Potassium tert-butoxideHCID 435330962-amino-5-chloro-N-(1-cyclopropylethyl)benzamideHCID 86639909S-ethyl 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbothioate

生成物 1

HCID 667361933-bromo-N-(4-chloro-2-(1-cyclopropylethylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide収率 45.6%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

0.35 g of S-ethyl 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbothioate and 0.24 g of 2-amino-5-chloro-N-(1-cyclopropylethyl)benzamide were dissolved in 5 ml of dimethyl sulfoxide, and 0.85 g of anhydrous sodium sulfate was added, followed by stirring for 5 minutes. 0.14 g of potassium tert-butoxide was added at room temperature, followed by stirring for 1.5 hours. The reaction liquid was added to water, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 1/1) to obtain 0.24 g of the desired product.

後処理

  1. stirringby stirring for 1.5 hours
  2. customThe reaction liquid
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 1/1)

出典と根拠

ORDレコード
ord-03f86ded675b4afea7a5b6b732205db2
出典データセット
uspto-grants-2012_02
特許番号
US08115006B2

関連ノート

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