Pyridine → [2-[[3,5-bis(trifluoromethyl)phenyl]carbamoyl]-4-chloro-phenyl] Acetate

HRID 2384389ノート

反応式

HRID 2384389 の反応式
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([NH:13][C:14](=[O:23])[C:15]2[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:16]=2[OH:22])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.N1C=CC=CC=1.[C:32](Cl)(=[O:34])[CH3:33]>O1CCCC1>[C:32]([O:22][C:16]1[CH:17]=[CH:18][C:19]([Cl:21])=[CH:20][C:15]=1[C:14]([NH:13][C:5]1[CH:6]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:8]=[C:3]([C:2]([F:1])([F:24])[F:25])[CH:4]=1)=[O:23])(=[O:34])[CH3:33]

参加物

5

反応物 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 5081913Imd-0354

生成物 1

HCID 9979865[2-[[3,5-bis(trifluoromethyl)phenyl]carbamoyl]-4-chloro-phenyl] Acetate収率 83%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

N-[3,5-Bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide (1.51 g, 3 mmol) and pyridine (285 mg, 3.6 mmol) were dissolved in tetrahydrofuran (6 mL). Acetyl chloride (234 mg, 3.3 mmol) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure. 2 N hydrochloric acid was added to the residue, and it was extracted with ethyl acetate. After the ethyl acetate layer was washed with water and brine, dried over anhydrous magnesium sulfate and concentrated, the residue was recrystallized from n-hexane-ethyl acetate to give the title compound (1.06 g, 83.0%) as a white solid.

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. addition2 N hydrochloric acid was added to the residue, and it
  3. extractionwas extracted with ethyl acetate
  4. washAfter the ethyl acetate layer was washed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customthe residue was recrystallized from n-hexane-ethyl acetate

出典と根拠

ORDレコード
ord-090ec3acfc1a40f5a029ea32984c5ca1
出典データセット
uspto-grants-2012_09
特許番号
US08263657B2

反応ノート

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