Hydrochloric Acid → 3-(Piperidin-4-yl)-1,8-naphthyridin-2(1H)-one dihydrochloride

HRID 1172365Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1172365
[ClH:1].O[CH:3]([C:22]1[C:23]([NH:28][C:29](=[O:34])C(C)(C)C)=[N:24][CH:25]=[CH:26][CH:27]=1)[CH:4]([CH:9]1[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]1)C(OC)=O>O>[ClH:1].[ClH:1].[NH:12]1[CH2:11][CH2:10][CH:9]([C:4]2[C:29](=[O:34])[NH:28][C:23]3[C:22]([CH:3]=2)=[CH:27][CH:26]=[CH:25][N:24]=3)[CH2:14][CH2:13]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 59731884tert-Butyl 4-(1-hydroxy-3-methoxy-3-oxo-1-(2-pivalamidopyridin-3-yl)propan-2-yl)piperidine-1-carboxylate

Produkt 1

HCID 673180313-(Piperidin-4-yl)-1,8-naphthyridin-2(1H)-one dihydrochlorideAusbeute 33 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Concentrated hydrochloric acid (25 mL, 305 mmol) was added with stirring to a mixture of tert-butyl 4-(1-hydroxy-3-methoxy-3-oxo-1-(2-pivalamidopyridin-3-yl)propan-2-yl)piperidine-1-carboxylate (14.0 g, 30.2 mmol) and water (75 mL). Reaction was heated to reflux and held for 25 hours. Mixture was concentrated in vacuo. Residue was crystallized from ethanol. Title compound was obtained as white solid in 33% yield. (M+H)+=230.2.

Aufarbeitung

  1. customReaction
  2. temperaturewas heated
  3. temperatureto reflux
  4. concentrationMixture was concentrated in vacuo
  5. customResidue was crystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-463db788456946f88c5da0f4e72fe99c
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834007B2

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