Sodium Hydroxide → 5-Bromo-7-fluoro-2-[2-fluoro-4-(methylsulfonyl)phenyl]benzo[d]oxazole

HRID 710089ノート

反応式

HRID 710089 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[C:4]([F:9])[C:3]=1[OH:10].[F:11][C:12]1[CH:20]=[C:19]([S:21]([CH3:24])(=[O:23])=[O:22])[CH:18]=[CH:17][C:13]=1[C:14](O)=O.[OH-].[Na+]>CCOC(C)=O.O>[Br:8][C:6]1[CH:5]=[C:4]([F:9])[C:3]2[O:10][C:14]([C:13]3[CH:17]=[CH:18][C:19]([S:21]([CH3:24])(=[O:22])=[O:23])=[CH:20][C:12]=3[F:11])=[N:1][C:2]=2[CH:7]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 27376372-Amino-4-bromo-6-fluorophenolHCID 283559322-Fluoro-4-(methylsulphonyl)benzoic acid

生成物 1

HCID 712573005-Bromo-7-fluoro-2-[2-fluoro-4-(methylsulfonyl)phenyl]benzo[d]oxazole

試薬・触媒・溶媒 1

HCID 22728543Water ethylacetate溶媒

反応条件

温度
195 °C

実験手順

2-Amino-4-bromo-6-fluorophenol (2.6 g, 9.7 mmol) and 2-fluoro-4-(methylsulfonyl)benzoic acid (2.1 g, 9.7 mmol) were dissolved in polyposphoric acid (63.5 g). This mixture was heated at 195° C. for three and half hours. Reaction mixture cooled to rt and diluted with ice water (100 ml). Aqueous layer basified with sodium hydroxide pellets to pH 9. Work up (EtOAc/H2O) followed by evaporation of EtOAc afforded the crude. Crude (3.1 g) was used in the next step without further purification.

後処理

  1. customReaction mixture
  2. temperaturecooled to rt
  3. customfollowed by evaporation of EtOAc
  4. customafforded the crude
  5. customCrude (3.1 g) was used in the next step without further purification

出典と根拠

ORDレコード
ord-92f53721d5b14bfabd6dd4f27220cb63
出典データセット
uspto-grants-2015_11
特許番号
US09181214B2

反応ノート

読み込み中…