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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854594Generated: October 31, 2026

4-(2-{5-[6-(4-Methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-vinyl)-benzonitrile → 4-(2-{5-[6-(4-Methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-ethyl)-benzonitrile

https://huagongshe.com/reaction/1854594

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-{5-[6-(4-Methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-vinyl)-benzonitrileHCID 67324068—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product4-(2-{5-[6-(4-Methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-ethyl)-benzonitrileHCID 6732577044.4%

Reaction Steps

A mixture of the 4-(2-{5-[6-(4-methyl-pyridin-2-ylamino)-pyridin-2-yl]-oxazol-2-yl}-vinyl)-benzonitrile (72 mg, 0.189 mmol) and 10% palladium on activated carbon (27 mg) in MeOH and DCM (10 ml each) was stirred vigorously under an atmosphere of hydrogen at ambient temperature and pressure for 24 h. Further catalyst (27 mg) was added and the mixture stirred for a further 18 h. The mixture was filtered and evaporated under reduced pressure before trituration from DCM/pentane to afford the title compound as a pale yellow solid (32 mg, 44%). 1H NMR (300 MHz, DMSO-d6) δ 9.75 (s, 1H), 8.10 (d, J=5.0 Hz, 1H), 7.89-7.39 (m, 8H), 7.17 (d, J=7.2 Hz, 1H), 6.73 (t, J=13.6 Hz, 1H), 3.22 (s, 4H), 2.31 (s, 3H). (ESI+) m/z 382 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962665B2
Source datasetuspto-grants-2015_02
ORD IDord-0e9c02113f064d869a8398e86e58e49f
Source noteuspto-grants-2015_02