Sodium Hydroxide → 6-(2,4-Difluorophenyl)imidazo[2,1-b]oxazole

HRID 1929972노트

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HRID 1929972 반응식
Br.[F:2][C:3]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:4]=1[C:10](=O)[CH2:11][N:12]1[CH:16]=[CH:15][O:14][C:13]1=[NH:17].[OH-].[Na+]>O>[F:2][C:3]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:4]=1[C:10]1[N:17]=[C:13]2[N:12]([CH:11]=1)[CH:16]=[CH:15][O:14]2

참가 물질

4

반응물 2

HCID 14798Sodium Hydroxide2회HCID 685187241-(2,4-Difluorophenyl)-2-(2-iminooxazol-3(2H)-yl)ethanone hydrobromide

생성물 1

HCID 594578706-(2,4-Difluorophenyl)imidazo[2,1-b]oxazole수율 69.6%

시약·촉매·용매 1

HCID 962Water용매

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온도
80 °C

실험 절차

Polyphosphoric acid (124.4 g) was charged to a flask and heated to about 80° C. 1-(2,4-Difluorophenyl)-2-(2-iminooxazol-3(2H)-yl)ethanone hydrobromide salt (19.8 g, 62.0 mmol, Preparation #B.1 intermediate) was transferred to the flask in approximately 3 g portions over about 2 h. The thick solution was mixed and heated at about 80-90° C. for about 22 h. The reaction mixture was slowly transferred to a flask containing water (150 mL) and 30% aqueous NaOH (150 mL) that had been cooled to about 5-10° C. The pH of the resulting slurry was adjusted to about 5.4 by addition of 30% aqueous NaOH and the product was isolated by filtration. The wet cake was rinsed with warm water (3×150 mL) and dried under vacuum to give the title compound (9.5 g, 69%): MS m/z 221.1 (M+H)+ FIA (APCI)

후처리

  1. additionThe thick solution was mixed
  2. temperatureheated at about 80-90° C. for about 22 h
  3. customThe reaction mixture was slowly transferred to a flask
  4. temperaturehad been cooled to about 5-10° C
  5. customthe product was isolated by filtration
  6. washThe wet cake was rinsed with warm water (3×150 mL)
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-6ceeca2dbee04a0487d4a9585f519fc7
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188083B2

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