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

HRID 710089노트

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HRID 710089 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 22728543Water ethylacetate용매

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온도
195 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-92f53721d5b14bfabd6dd4f27220cb63
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181214B2

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