Bromosuccinimide → 3-[1-(5-Bromo-2-thienyl)cyclobutyl]-5,6,7,8,9,10-hexahydro[1,2,4]triazolo[4,3-a]azocine

HRID 503005ノート

反応式

HRID 503005 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1([C:10]2[N:14]3[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:13]3=[N:12][N:11]=2)[CH2:9][CH2:8][CH2:7]1.[Br:21]C1CC(=O)NC1=O>C(O)(=O)C.C(Cl)(Cl)Cl>[Br:21][C:5]1[S:1][C:2]([C:6]2([C:10]3[N:14]4[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:13]4=[N:12][N:11]=3)[CH2:7][CH2:8][CH2:9]2)=[CH:3][CH:4]=1

参加物

5

反応物 2

HCID 38309BromosuccinimideHCID 684661913-[1-(2-Thienyl)cyclobutyl]-5,6,7,8,9,10-hexahydro[1,2,4]triazolo[4,3-a]azocine

生成物 1

HCID 684658823-[1-(5-Bromo-2-thienyl)cyclobutyl]-5,6,7,8,9,10-hexahydro[1,2,4]triazolo[4,3-a]azocine収率 78.5%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6212Chloroform溶媒

実験手順

3-[1-(2-Thienyl)cyclobutyl]-5,6,7,8,9,10-hexahydro[1,2,4]triazolo[4,3-a]azocine (60 mg) was dissolved in acetic acid (3 ml) and then bromosuccinimide (38 mg) was added, followed by stirring at room temperature for 8 hours under light-shielding. The reaction solution was diluted with chloroform (30 ml) and then washed with water (10 ml), a 1M aqueous sodium hydroxide solution (10 ml), and brine (10 ml). The organic layer was dried and then concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (methanol:chloroform=2:98) to obtain 60 mg of 3-[1-(5-bromo-2-thienyl)cyclobutyl]-5,6,7,8,9,10-hexahydro[1,2,4]triazolo[4,3-a]azocine (white solid).

後処理

  1. washwashed with water (10 ml)
  2. customThe organic layer was dried
  3. concentrationconcentrated under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography (methanol:chloroform=2:98)

出典と根拠

ORDレコード
ord-72dbb5a19d0949718cf21036bed37a53
出典データセット
uspto-grants-2010_08
特許番号
US07776897B2

反応ノート

読み込み中…