Ammonium Chloride → 2-(3-(4-(4-Methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetimidamide hydrochloride

HRID 1752248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1752248
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([C:7]([CH:9]2[CH2:14][CH2:13][N:12]([CH:15]3[CH2:19][CH2:18][N:17]([CH2:20][C:21]#[N:22])[C:16]3=[O:23])[CH2:11][CH2:10]2)=[O:8])=[CH:5][CH:4]=1.[Cl-:26].[NH4+:27]>CO.C[O-].[Na+]>[ClH:26].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([CH:9]2[CH2:10][CH2:11][N:12]([CH:15]3[CH2:19][CH2:18][N:17]([CH2:20][C:21](=[NH:27])[NH2:22])[C:16]3=[O:23])[CH2:13][CH2:14]2)=[O:8])=[CH:24][CH:25]=1

Komponenten

5

Edukt 2

HCID 25517Ammonium ChlorideHCID 893757962-(3-(4-(4-Methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetonitrile

Produkt 1

HCID 893757462-(3-(4-(4-Methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetimidamide hydrochlorideAusbeute 101,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10942334Sodium MethoxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2-(3-(4-(4-methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetonitrile (690 mg, 2.0 mmol) in methanol (15 mL) was added sodium methoxide (0.046 mL, 0.20 mmol, 25%) and the mixture was stirred at ambient temperature for 2 h. Ammonium chloride (120 mg, 2.3 mmol) was added and the mixture was stirred at ambient temperature for 60 h. The reaction mixture was concentrated in vacuo, ethyl acetate in heptane (40%) was added, stirred at ambient temperature for 1 h then filtrated. the resulting solid was washed with ether to give a pale solid (800 mg, 100% yield). MS m/z 342.4 (M+1), retention time 0.79

Aufarbeitung

  1. stirringthe mixture was stirred at ambient temperature for 60 h
  2. concentrationThe reaction mixture was concentrated in vacuo, ethyl acetate in heptane (40%)
  3. additionwas added
  4. stirringstirred at ambient temperature for 1 h
  5. filtrationthen filtrated
  6. washthe resulting solid was washed with ether

Quellen und Nachweise

ORD-Eintrag
ord-7a774b49d8e74e64984cf04a03c9c462
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09163003B2

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