Water → {3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenyl}-acetic acid

HRID 333801노트

반응식

HRID 333801 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:23][C:24]#N)[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[CH:16]=1)([OH:14])[C:10]([F:13])([F:12])[F:11].[OH2:26].[OH-:27].[Na+]>Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:23][C:24]([OH:27])=[O:26])[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[CH:16]=1)([OH:14])[C:10]([F:13])([F:12])[F:11]

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86629102HCID 86629102, 화합물

생성물 1

HCID 25254450{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenyl}-acetic acid

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
80 °C

실험 절차

{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenyl}-acetonitrile was suspended in aq. conc. HCl (3 mL) and stirred for 1 hour at 80° C. The mixture was allowed to cool and poured into water. The pH of the solution was adjusted to 6-7 with diluted NaOH. The aqueous layer was extracted three times with ethyl acetate and the extracts were dried over Na2SO4 and evaporated. The residue was purified by flash chromatography (silica gel, gradient of ethyl acetate in heptane) to give the title compound as a colorless solid (16 mg). MS (m/e)=408.1 (MH+).

후처리

  1. temperatureto cool
  2. extractionThe aqueous layer was extracted three times with ethyl acetate
  3. dry with materialthe extracts were dried over Na2SO4
  4. customevaporated
  5. customThe residue was purified by flash chromatography (silica gel, gradient of ethyl acetate in heptane)

출처 및 근거

ORD 기록
ord-83b044d3b1a54ab89773af423836ce21
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883786B2

반응 노트

불러오는 중…