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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1426087Erstellt: 26. Oktober 2026

Sodium Bicarbonate → 2-(4-Methylthiazol-2-ylamino)pyridin-3-ol

https://huagongshe.com/reaction/1426087

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
Edukt3-(Benzyloxy)-N-(4-Methyl-1,3-Thiazol-2-Yl)pyridin-2-AmineHCID 16660015—
LösungsmittelHydrochloric AcidHCID 313—
Produkt2-(4-Methylthiazol-2-ylamino)pyridin-3-olHCID 1046561678,5%

Reaktionsschritte

A 250 mL round-bottomed flask was charged 3-(benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine (11.4 g, 38.3 mmol) in 6M HCl (100 mL), and the reaction mixture was heated to reflux for 10 hours. The reaction mixture was cooled to room temperature, poured onto ice and saturated sodium bicarbonate, filtered, dried under vacuum and triturated with hexanes to afford 2-(4-methylthiazol-2-ylamino)pyridin-3-ol (6.23 g, 78.5% yield) as a pale yellow solid. 1H NMR (CD3OD) δ 7.79 (dd, 1H), 7.07 (dd, 1H), 6.79 (dd, 1H), 6.46 (q, 1H), 2.28 (s, 3H). LCMS (5 to 95) Rt=2.69 min (apci) m/z=208 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08933077B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-ebd9e6fe969c487da022347defda37f7
Quellennotizuspto-grants-2015_01