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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 910967Erstellt: 24. Oktober 2026

Toluene → Ethyl 6-(4-isopropylthiazol-2-ylamino)-4-phenoxynicotinate

https://huagongshe.com/de/reaction/910967

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt4-(Propan-2-yl)-1,3-thiazol-2-amineHCID 7064077—
EduktEthyl 6-chloro-4-phenoxynicotinateHCID 54487232—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelWaterHCID 962—
ProduktEthyl 6-(4-isopropylthiazol-2-ylamino)-4-phenoxynicotinateHCID 2482642782,5%

Reaktionsschritte

Using the method of Example 3, Step B, ethyl 6-chloro-4-phenoxynicotinate (4.296 g, 15.47 mmol), 4-isopropylthiazol-2-amine (2 g, 14.06 mmol), potassium phosphate (3.283 g, 15.47 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.3219 g, 0.3516 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.2238 g, 0.3867 mmol) were reacted in water (15 mL) and toluene (40 mL) to afford the desired product (4.447 g, 74.22% yield) as a yellow solid. 1H NMR (DMSO), 11.36 (s, 1H), 8.72 (s, 1H), 7.49 (m, 2H), 7.30 (m, 1H), 7.17 (m, 1H), 7.15 (m, 1H), 6.59 (m, 2H), 4.24 (q, 2H), 2.81 (m, 1H), 1.25 (t 3H), 1.15 (d, 6H); Mass spectrum (apci) m/z=384 (100) (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08022222B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-f3f5208676ac4c7992cd47bf801ad103
Quellennotizuspto-grants-2011_09