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HRID 1426108Erstellt: 27. Oktober 2026

Potassium Phosphate, Tribasic → 3-(benzyloxy)-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridin-2-amine

https://huagongshe.com/reaction/1426108

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt5-Amino-3-methyl-1,2,4-thiadiazoleHCID 350639—
Edukt3-(Benzyloxy)-2-chloropyridineHCID 819374—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt3-(benzyloxy)-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridin-2-amineHCID 1666033289,9%

Reaktionsschritte

3-(Benzyloxy)-2-chloropyridine (0.8393 g, 3.821 mmol), 3-methyl-1,2,4-thiadiazol-5-amine (8.684 mL, 3.474 mmol), potassium phosphate (0.8110 g, 3.821 mmol), tris(dibenzylideneacetone)dipalladium (O) (0.07952 g, 0.08684 mmol) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.05527 g, 0.09552 mmol) in toluene (8 mL) and water (3 mL) were reacted according to Example 17, Step B, to afford 3-(benzyloxy)-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridin-2-amine (0.932 g, 88.13% yield) as light yellow solid. 1H NMR (CDCl3) δ 8.9 (s, 1H), 7.97 (dd, J=1.17, 5.07 Hz, 1H), 7.37 (m, 5H), 7.15 (dd, J=1.17, 7.80 Hz, 1H), 6.89 (dd, J=5.07, 7.80 Hz, 1H), 5.09 (s, 2H), 2.47 (s, 3H). Mass spectrum (esi) m/z=299 (100) (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08933077B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-0bd94a505a0f4eafaa19dffb369fe65c
Quellennotizuspto-grants-2015_01