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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1754833Erstellt: 24. Oktober 2026

Triethylamine → (+/-)-{4-Chloro-2-[5-(2-methoxy-benzylthiocarbamoyl)-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-4-yl]-phenoxy}-acetic acid

https://huagongshe.com/de/reaction/1754833

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktSodium HydroxideHCID 14798—
Edukt2-Methoxybenzyl isothiocyanateHCID 140256—
Edukt(+/-)-[4-Chloro-2-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-4-yl)-phenoxy]-acetic acid ethyl ester hydrochlorideHCID 90021828—
LösungsmittelFormic AcidHCID 284—
LösungsmittelAcetonitrileHCID 6342—
Produkt(+/-)-{4-Chloro-2-[5-(2-methoxy-benzylthiocarbamoyl)-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-4-yl]-phenoxy}-acetic acidHCID 72948702—

Reaktionsschritte

To a solution of (±)-[4-chloro-2-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-4-yl)-phenoxy]-acetic acid ethyl ester hydrochloride (50 mg, 0.13 mmol, 1.00 eq.) and NEt3 (54 μL, 0.39 mmol, 3.00 eq.) in MeCN (1 mL), 2-methoxybenzyl isothiocyanate (24 mg, 0.14 mmol, 1.05 eq.) in MeCN (1 mL) was added. The mixture was stirred at r.t. for 18 hours. 1M aq. NaOH (0.5 mL) was added. The mixture was stirred at r.t. for 18 hours. The solution was neutralized with formic acid, purified by prep. HPLC (column: Atlantis, 30×75 mm, 10 um, UV/MS, acidic conditions), and concentrated in vacuo to give the desired acid as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09169270B2
Quelldatensatzuspto-grants-2015_10
ORD IDord-c0b01d7c0be74736aacdc50b232042f4
Quellennotizuspto-grants-2015_10