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Sodium Hydroxide → 3-[5-Chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-propionic acid

HRID 2387119
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반응식

HRID 2387119 반응식
C([O:3][C:4](=[O:19])[CH2:5][CH2:6][C:7]1[CH:8]=[N:9][C:10]([C:14]([C:17]#[N:18])([CH3:16])[CH3:15])=[C:11]([Cl:13])[CH:12]=1)C.[OH-].[Na+]>C1COCC1.O>[Cl:13][C:11]1[CH:12]=[C:7]([CH2:6][CH2:5][C:4]([OH:19])=[O:3])[CH:8]=[N:9][C:10]=1[C:14]([C:17]#[N:18])([CH3:16])[CH3:15]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 587640323-[5-Chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-propionic acid ethyl ester

생성물 1

HCID 587640083-[5-Chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-propionic acid

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

반응 조건

온도
60 °C

실험 절차

To a stirred solution of 3-[5-chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-propionic acid ethyl ester (0.68 g, 2.43 mmol) from step 4 above, in 1:1 THF/H2O (4 mL) was added 2 N NaOH (2.43 mL). The resulting solution was stirred at 60° C. for 1 hour. Solvents were removed and residue was partitioned between ethyl acetate and 10% citric acid and extracted. The organic phase was washed with brine (50 mL), dried over Na2SO4 and evaporated. The residue solidified to a white solid and was used without further purification. (0.39 g, 64%) as a white solid. ESIMS (MH−): 251.

후처리

  1. customSolvents were removed
  2. customresidue was partitioned between ethyl acetate and 10% citric acid
  3. extractionextracted
  4. washThe organic phase was washed with brine (50 mL)
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customwas used without further purification

출처 및 근거

ORD 기록
ord-7a086f3aa17342c28851030ed7023a36
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08268835B2

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