Hydrochloric Acid → 2-(1,3-Dioxo-5-(pyridin-3-ylmethoxy)isoindolin-2-yl)acetic acid hydrochloride

HRID 571333Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 571333
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)=[CH:8][CH:9]=2)[C:4](=[O:19])[N:3]1[CH2:20][C:21]([O:23]C)=[O:22].[ClH:25]>C1COCC1>[ClH:25].[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)=[CH:8][CH:9]=2)[C:4](=[O:19])[N:3]1[CH2:20][C:21]([OH:23])=[O:22]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 86681748Methyl 2-(1,3-dioxo-5-(pyridin-3-ylmethoxy)isoindolin-2-yl)acetate

Produkt 1

HCID 866817492-(1,3-Dioxo-5-(pyridin-3-ylmethoxy)isoindolin-2-yl)acetic acid hydrochlorideAusbeute 90,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 2-(1,3-dioxo-5-(pyridin-3-ylmethoxy)isoindolin-2-yl)acetate (56 mg, 0.172 mmol) in THF (3 ml), aqueous 6N HCl (2002 μL, 12.01 mmol) was added, and the reaction mixture was stirred for 16 hours at room temperature and then heated at 50° C. for 5 hours. The volatiles were removed under vacuum and the crude was dried yielding 2-(1,3-dioxo-5-(pyridin-3-ylmethoxy)isoindolin-2-yl)acetic acid hydrochloride (54 mg, 0.155 mmol, 90% yield, MS/ESI+ 313.0 [MH]+).

Aufarbeitung

  1. temperatureheated at 50° C. for 5 hours
  2. customThe volatiles were removed under vacuum
  3. customthe crude was dried

Quellen und Nachweise

ORD-Eintrag
ord-f62ee2c13e5a41139ef7b68bf9d1afcf
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09024027B2

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