Trifluoroacetic acid → HCID 18369481、化合物

HRID 1699801ノート

反応式

HRID 1699801 の反応式
FC(F)(F)C(O)=O.C([SiH](CC)CC)C.[CH3:15][C:16]1[CH:29]=[C:19]2[CH:20]=[C:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:22]=[CH:23][N:18]2[N:17]=1.[Cl:30][C:31]1[CH:38]=[C:37]([Cl:39])[CH:36]=[CH:35][C:32]=1[CH:33]=O>ClCCl>[Cl:30][C:31]1[CH:38]=[C:37]([Cl:39])[CH:36]=[CH:35][C:32]=1[CH2:33][C:29]1[C:16]([CH3:15])=[N:17][N:18]2[CH:23]=[CH:22][C:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:20][C:19]=12

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 134042,4-Dichlorobenzaldehyde2 回HCID 22388192HCID 22388192、化合物

生成物 1

HCID 18369481HCID 18369481、化合物収率 65.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of trifluoroacetic acid (558 mg) and triethylsilane (1.14 g) in dry dichloromethane (2.0 ml) were added ethyl 2-methylpyrazolo[1,5-a]pyridine-5-carboxylate (200 mg) and 2,4-dichlorobenzaldehyde (189 mg), and the mixture was stirred at room temperature for 3 days. To the reaction mixture was added 2,4-dichlorobenzaldehyde (189 mg) and the mixture was stirred at room temperature for one day. This step was repeated three times. The reaction mixture was diluted with dichloromethane and washed with a saturated aqueous sodium hydrogencarbonate solution. The aqueous layer was extracted with dichloromethane. The organic layers were combined, dried over magnesium sulfate, and concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=9:1) and washed with isopropyl ether to give the objective compound (233 mg) as a white powder.

後処理

  1. stirringthe mixture was stirred at room temperature for one day
  2. washwashed with a saturated aqueous sodium hydrogencarbonate solution
  3. extractionThe aqueous layer was extracted with dichloromethane
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=9:1)
  7. washwashed with isopropyl ether

出典と根拠

ORDレコード
ord-10b83fe2f4b24c7ab49ef0b7cd22fb10
出典データセット
uspto-grants-2002_02
特許番号
US06348474B1

反応ノート

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