Hydrochloric Acid → {4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-2-oxo-2H-pyridin-1-yl}-acetic acid

HRID 1097916노트

반응식

HRID 1097916 반응식
C[O:2][C:3](=[O:28])[CH2:4][N:5]1[CH:10]=[CH:9][C:8]([C:11]([OH:26])([C:22]([F:25])([F:24])[F:23])[CH:12]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[CH3:13])=[CH:7][C:6]1=[O:27].[OH-].[Na+].Cl>CO>[Cl:21][C:15]1[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:14]=1[CH:12]([CH3:13])[C:11]([C:8]1[CH:9]=[CH:10][N:5]([CH2:4][C:3]([OH:28])=[O:2])[C:6](=[O:27])[CH:7]=1)([OH:26])[C:22]([F:23])([F:24])[F:25]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 25254607{4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-2-oxo-2H-pyridin-1-yl}-acetic acid methyl ester

생성물 1

HCID 25254766{4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-2-oxo-2H-pyridin-1-yl}-acetic acid

시약·촉매·용매 1

HCID 887Methanol용매

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온도
55 °C

실험 절차

{4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-2-oxo-2H-pyridin-1-yl}-acetic acid methyl ester (Example 121, 40 mg) was dissolved in MeOH (1 mL), and treated with 1N NaOH (0.183 mL). The reaction mixture was stirred at 55° C. (Bath temperature) for 2 h. The reaction mixture was then cooled down to r.t., pH adjusted to pH2 by addition of 1N aqueous HCl, and the MeOH evaporated in vacuo. The resulting suspension was then extracted twice with ethyl acetate, the combined organic phases washed with brine, dried over MgSO4 and concentrated in vacuo, leading to the title compound as off-white solid (33 mg). MS (m/e)=424.1 (MH+).

후처리

  1. temperatureThe reaction mixture was then cooled down to r.t.
  2. customthe MeOH evaporated in vacuo
  3. extractionThe resulting suspension was then extracted twice with ethyl acetate
  4. washthe combined organic phases washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-190bd9d5283145ff895741fd6c4a68b0
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143280B2

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