Hydrochloric Acid → 4-[(5-chloro-2-pyridinyl)methoxy]-1-(4-{2-[(3S)-3-hydroxy-1-pyrrolidinyl]ethoxy}phenyl)-1H-pyridin-2-one

HRID 15076노트

반응식

HRID 15076 반응식
Cl.C1COCC1.[Si]([O:14][C@H:15]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([N:29]3[CH:34]=[CH:33][C:32]([O:35][CH2:36][C:37]4[CH:42]=[CH:41][C:40]([Cl:43])=[CH:39][N:38]=4)=[CH:31][C:30]3=[O:44])=[CH:25][CH:24]=2)[CH2:16]1)(C(C)(C)C)(C)C.[OH-].[Na+]>C(Cl)(Cl)Cl>[Cl:43][C:40]1[CH:41]=[CH:42][C:37]([CH2:36][O:35][C:32]2[CH:33]=[CH:34][N:29]([C:26]3[CH:25]=[CH:24][C:23]([O:22][CH2:21][CH2:20][N:17]4[CH2:18][CH2:19][C@H:15]([OH:14])[CH2:16]4)=[CH:28][CH:27]=3)[C:30](=[O:44])[CH:31]=2)=[N:38][CH:39]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 684307211-(4-{2-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-pyrrolidinyl]ethoxy]phenyl}-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one

생성물 1

HCID 589649034-[(5-chloro-2-pyridinyl)methoxy]-1-(4-{2-[(3S)-3-hydroxy-1-pyrrolidinyl]ethoxy}phenyl)-1H-pyridin-2-one수율 95%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

5N aqueous hydrochloric acid (2.4 mL, 12 mmols) was added to THF (2.4 mL) solution of 1-(4-{2-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-pyrrolidinyl]ethoxy]phenyl}-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one (264.7 mg, 0.48 mmol), and stirred at room temperature for 2 hours. The reaction liquid was neutralized with 1N aqueous sodium hydroxide, extend with chloroform, washed with saturated brine and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was recrystallized from mixed solvent of ethyl acetate and heptane, to provide the title compound (199.8 mg, 95%).

후처리

  1. customThe reaction liquid
  2. washwashed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationConcentrating the solvent under reduced pressure
  5. customthe residue was recrystallized
  6. additionfrom mixed solvent of ethyl acetate and heptane

출처 및 근거

ORD 기록
ord-98a6e45d20c14bf48c3dda323bd78c88
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

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