Potassium Hydroxide → 4-[4-(3-chloro-phenylethynyl)-2-methyl-imidazol-1-yl]-1H-pyridin-2-one

HRID 2194383

反応式

HRID 2194383 の反応式
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH:12]=[C:11]([C:13]#[C:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=3)[N:10]=[C:9]2[CH3:22])[CH:5]=[CH:4][N:3]=1.[OH-:23].[K+]>C(O)(C)(C)C>[Cl:21][C:17]1[CH:16]=[C:15]([C:14]#[C:13][C:11]2[N:10]=[C:9]([CH3:22])[N:8]([C:6]3[CH:5]=[CH:4][NH:3][C:2](=[O:23])[CH:7]=3)[CH:12]=2)[CH:20]=[CH:19][CH:18]=1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 866498792-Chloro-4-[4-(3-chloro-phenylethynyl)-2-methyl-imidazol-1-yl]-pyridine

生成物 1

HCID 498725744-[4-(3-chloro-phenylethynyl)-2-methyl-imidazol-1-yl]-1H-pyridin-2-one収率 92%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

2-chloro-4-[4-(3-chloro-phenylethynyl)-2-methyl-imidazol-1-yl]-pyridine (120 mg, 0.366 mmol) was dissolved in 6 ml tert-butanol. A 50% solution of KOH (2 ml, 26.7 mmol) was added and the mixture was refluxed for 72 h. The reaction mixture was concentrated in vaccuo, the pH was adjusted to 7 by addition of 37% HCl solution, and the aqueous phase was extracted twice with 40 ml of ethyl acetate. The organic phase was washed once with 10 of brine, dried with magnesium sulfate, filtered and evaporated. The title compound (104 mg, 0.336 mmol, 92%) was obtained as a crystalline light yellow solid, MS: m/e=310.1, 312.2 (M+H+).

後処理

  1. temperaturethe mixture was refluxed for 72 h
  2. concentrationThe reaction mixture was concentrated in vaccuo
  3. additionthe pH was adjusted to 7 by addition of 37% HCl solution
  4. extractionthe aqueous phase was extracted twice with 40 ml of ethyl acetate
  5. washThe organic phase was washed once with 10 of brine
  6. dry with materialdried with magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-33a9a3ece6064042821a696eb2f189cf
出典データセット
uspto-grants-2012_12
特許番号
US08334287B2

関連ノート

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