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

HRID 15076ノート

反応式

HRID 15076 の反応式
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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-98a6e45d20c14bf48c3dda323bd78c88
出典データセット
uspto-grants-2010_06
特許番号
US07732456B2

反応ノート

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