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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854596Generated: October 31, 2026

(4-Methyl-pyridin-2-yl)-(6-oxazol-5-yl-pyridin-2-yl)-amine → N-(2-Hydroxy-ethyl)-N-methyl-3-{5-[6-(4-methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-benzenesulfonamide

https://huagongshe.com/reaction/1854596

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Methyl-pyridin-2-yl)-(6-oxazol-5-yl-pyridin-2-yl)-amineHCID 53311228—
Reactant3-bromo-N-(2-hydroxy-ethyl)-N-methyl-benzenesulfonamideHCID 60960340—
Reactant4-(2-{5-[6-(4-Methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-vinyl)-benzonitrileHCID 67324068—
ReactantHCID 178506942HCID 178506942—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductN-(2-Hydroxy-ethyl)-N-methyl-3-{5-[6-(4-methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-benzenesulfonamideHCID 5331233124%

Reaction Steps

Prepared as for 4-(2-{5-[6-(4-methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-vinyl)-benzonitrile above using (4-methyl-pyridin-2-yl)-(6-oxazol-5-yl-pyridin-2-yl)-amine, 3-bromo-N-(2-hydroxy-ethyl)-N-methyl-benzenesulfonamide, Pd(PPh3)4, LiOtBu and anhydrous 1,4-dioxane to afford the title compound as a pale yellow solid (24%). 1H NMR (400 MHz, CDCl3) δ 9.81 (s, 1H), 8.45-8.34 (m, 2H), 8.12 (d, J=5.0 Hz, 1H), 8.01-7.77 (m, 5H), 7.66 (d, J=8.4 Hz, 1H), 7.46 (d, J=7.4 Hz, 1H), 6.79 (d, J=5.0 Hz, 1H), 4.83 (t, J=5.5 Hz, 1H), 3.55 (q, J=5.8 Hz, 2H), 3.11 (t, J=5.9 Hz, 2H), 2.81 (d, J=8.0 Hz, 3H), 2.36 (s, 3H). (ESI+) m/z 466 (M+H)+. Retention time=2.45 mins (method 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962665B2
Source datasetuspto-grants-2015_02
ORD IDord-d726722347914c1aa9873644ad4bf0ac
Source noteuspto-grants-2015_02