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Hydrochloric Acid → (S)-3-amino-1-(1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)piperidin-4-yl)pyrrolidin-2-one

HRID 407997
ノート
印刷プレビュー

反応式

HRID 407997 の反応式
[Cl:1][C:2]1[C:3]([N:12]2[CH2:17][CH2:16][CH:15]([N:18]3[CH2:22][CH2:21][C@H:20]([NH:23]C(=O)OC(C)(C)C)[C:19]3=[O:31])[CH2:14][CH2:13]2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.Cl>CCOC(C)=O.C(O)(C)C>[NH2:23][C@H:20]1[CH2:21][CH2:22][N:18]([CH:15]2[CH2:16][CH2:17][N:12]([C:3]3[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:5][N:4]=3)[CH2:13][CH2:14]2)[C:19]1=[O:31]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 67469801(S)-tert-butyl 1-(1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)piperidin-4-yl)-2-oxopyrrolidin-3-ylcarbamate

生成物 1

HCID 67469689(S)-3-amino-1-(1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)piperidin-4-yl)pyrrolidin-2-one収率 100%

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 8857Ethyl Acetate
溶媒

実験手順

To a solution of (S)-tert-butyl 1-(1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)piperidin-4-yl)-2-oxopyrrolidin-3-ylcarbamate (4 g, 8.6 mmol) in EtOAc (20 mL) was added HCl in isopropanol (5-6 M, 16 mL) and the reaction was stirred overnight at ambient temperature. The reaction was concentrated under vacuum and the material dissolved in water (about 20 mL). The aqueous layer was basified to about pH 12 using NaOH (1 N) and the aqueous layer extracted with DCM (150 mL). The organic layer was washed with brine (30 mL), dried over MgSO4, filtered and concentrated under vacuum to give (S)-3-amino-1-(1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)piperidin-4-yl)pyrrolidin-2-one (3.1 g, 100%).

後処理

  1. concentrationThe reaction was concentrated under vacuum
  2. dissolutionthe material dissolved in water (about 20 mL)
  3. extractionthe aqueous layer extracted with DCM (150 mL)
  4. washThe organic layer was washed with brine (30 mL)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-312c7eb2dd924d7e87dafb7e9c620211
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08754226B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート