Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 68434420、化合物

HRID 1867408ノート

反応式

HRID 1867408 の反応式
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[C:11]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:21][CH2:22][CH2:23][O:24]C3CCCCO3)[CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>CO>[Cl:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[C:11]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:21][CH2:22][CH2:23][OH:24])[CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

4

反応物 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 684352541-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-4-[3-(tetrahydro-pyran-2-yloxy)-propyl]-[1,4]diazepan-5-one

生成物 1

HCID 68434420HCID 68434420、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
55 °C

実験手順

A solution of 1.30 g (2.85 mmol) of 1-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-4-[3-(tetrahydro-pyran-2-yloxy)-propyl]-[1,4]diazepan-5-one in 6 ml of methanol was treated with 0.22 g (0.86 mmol) of pyridinium toluene-4-sulfonate and stirred at 55° C. for 30 min. The reaction was cooled and extracted with aqueous 10% KHSO4/Et2O (3×). The organic phases were washed with aqueous saturated NaHCO3, aqueous 10% NaCl, dried (Na2SO4) and evaporated to give after crystallization (Et2O) 0.98 g (92%) of the title compound as white solid.

後処理

  1. temperatureThe reaction was cooled
  2. extractionextracted with aqueous 10% KHSO4/Et2O (3×)
  3. washThe organic phases were washed with aqueous saturated NaHCO3, aqueous 10% NaCl
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customto give
  7. customafter crystallization (Et2O) 0.98 g (92%) of the title compound as white solid

出典と根拠

ORDレコード
ord-b86db8e7b5e4466aadf78ba1fdce2fce
出典データセット
uspto-grants-2009_12
特許番号
US07632829B2

反応ノート

読み込み中…