Sulfuric Acid → 2-{(E)-2-[3-(5-fluoro-pyridin-2-yl)-isoxazol-4-yl]-vinyl}-4-methyl-thiazole-5-carboxylic acid

HRID 1923601노트

반응식

HRID 1923601 반응식
S(=O)(=O)(O)O.[F:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:17]([CH:18](O)[CH2:19][C:20]3[S:21][C:22]([C:26]([OH:28])=[O:27])=[C:23]([CH3:25])[N:24]=3)=[CH:16][O:15][N:14]=2)=[N:11][CH:12]=1>>[F:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:17](/[CH:18]=[CH:19]/[C:20]3[S:21][C:22]([C:26]([OH:28])=[O:27])=[C:23]([CH3:25])[N:24]=3)=[CH:16][O:15][N:14]=2)=[N:11][CH:12]=1

참가 물질

3

반응물 2

HCID 1118Sulfuric AcidHCID 66643633HCID 66643633, 화합물

생성물 1

HCID 666437722-{(E)-2-[3-(5-fluoro-pyridin-2-yl)-isoxazol-4-yl]-vinyl}-4-methyl-thiazole-5-carboxylic acid수율 61%

반응 조건

온도
90 °C

실험 절차

Concentrated sulfuric acid (27 mL) was added to 2-{2-[3-(5-fluoro-pyridin-2-yl)-isoxazol-4-yl]-2-hydroxy-ethyl}-4-methyl-thiazole-5-carboxylic acid (1.6 g, 4.6 mmol) then the mixture was heated at 90° C. for 20 min. After cooling to room temperature the mixture was poured into ice (200 g) and the precipitate was filtered off and dried to give the title product (930 mg, 61%) as a light yellow solid after trituration from ethyl acetate. MS: m/e=330.3 [M−H]−.

후처리

  1. temperatureAfter cooling to room temperature the mixture
  2. filtrationthe precipitate was filtered off
  3. customdried

출처 및 근거

ORD 기록
ord-f0ffb4dac8a04610ad499dc7dfe07eb6
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178522B2

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