Water → N-(4-benzoyl-pyridin-3-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-isobutyramide

HRID 1358599ノート

反応式

HRID 1358599 の反応式
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8](=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(N(C(C)C)C(C)C)C.[F:25][C:26]([F:44])([F:43])[C:27]1[CH:28]=[C:29]([C:37]([CH3:42])([CH3:41])[C:38](Cl)=[O:39])[CH:30]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:32]=1.O>ClCCl>[C:8]([C:7]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[NH:1][C:38](=[O:39])[C:37]([C:29]1[CH:28]=[C:27]([C:26]([F:25])([F:43])[F:44])[CH:32]=[C:31]([C:33]([F:34])([F:35])[F:36])[CH:30]=1)([CH3:42])[CH3:41])(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

6

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 112671412-(3,5-Bis(trifluoromethyl)phenyl)-2-methylpropanoyl chlorideHCID 11820052(3-Aminopyridin-4-yl)(phenyl)methanone

生成物 1

HCID 18185386N-(4-benzoyl-pyridin-3-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-isobutyramide収率 24.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 397 mg (2 mmol) 3-amino-4-benzoylpyridine and 517 mg (4 mmol) N-ethyldiisopropylamine in 8 ml dichloromethane was cooled in an ice bath and a solution of 765 mg (2.4 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionyl chloride in 8 ml dichloromethane was added dropwise. The reaction mixture was warmed to room temperature and was stirred overnight. Water (5 ml) was added and the organic layer was separated. The aqueous phase was extracted with dichloromethane. The combined organic layers were dried (magnesium sulfate) and evaporated. The residue was purified by flash chromatography to give 235 mg (24%) of the title compound as orange oil.

後処理

  1. customthe organic layer was separated
  2. extractionThe aqueous phase was extracted with dichloromethane
  3. dry with materialThe combined organic layers were dried (magnesium sulfate)
  4. customevaporated
  5. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-b5e488eb699c4922baa50e83cc74e537
出典データセット
uspto-grants-2003_07
特許番号
US06596773B2

反応ノート

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