1,1-Dichloroacetone → 2-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole

HRID 1392234ノート

反応式

HRID 1392234 の反応式
[F:1][C:2]([F:17])([F:16])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([NH2:15])=[O:14])=[CH:7]2.[Cl:18][CH:19](Cl)[C:20](=O)[CH3:21]>C1(C)C=CC=CC=1.CN(C=O)C>[Cl:18][CH2:19][C:20]1[N:15]=[C:13]([C:8]2[NH:9][C:10]3[C:6]([CH:7]=2)=[CH:5][C:4]([O:3][C:2]([F:1])([F:16])[F:17])=[CH:12][CH:11]=3)[O:14][CH:21]=1

参加物

4

反応物 2

HCID 105671,1-DichloroacetoneHCID 692204685-trifluoromethoxy-1H-indole-2-carboxylic acid amide

生成物 1

HCID 1363319652-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole

試薬・触媒・溶媒 1

HCID 21735183Dimethylformamide toluene溶媒

実験手順

5-trifluoromethoxy-1H-indole-2-carboxylic acid amide (4.5 g, 18.43 mmol) and dichloro acetone (3.5 g, 27.63 mmol) in toluene/DMF (5:1, 30 ml) were kept at reflux temperature for 24 h with continuous removal of water by applying a Dean-Stark trap (a water separator used in chemical reactions). After removal of solvents in vacuo, the residue was intensively shaken with water, the precipitate was isolated by filtration and washed with water and brine. After evaporation of the solvents in vacuo chromatography on silica gel (iso-hexanes/ethyl acetate 3:1) yielded 2-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole as off white solid. Yield 2.6 g (44%)

後処理

  1. temperatureat reflux temperature for 24 h
  2. customwith continuous removal of water
  3. customAfter removal of solvents in vacuo
  4. customthe precipitate was isolated by filtration
  5. washwashed with water and brine
  6. customAfter evaporation of the solvents in vacuo chromatography on silica gel (iso-hexanes/ethyl acetate 3:1)

出典と根拠

ORDレコード
ord-35d9fe1c0382458985c64c3771cf6172
出典データセット
uspto-grants-2008_03
特許番号
US07342030B2

反応ノート

読み込み中…