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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045816Generated: October 31, 2026

Methanol → 4-Methoxy-N-(5-(pyrimidin-5-yloxy)pyridin-3-yl)picolinamide

https://huagongshe.com/reaction/1045816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-Fluoro-N-(5-(pyrimidin-5-yloxy)pyridin-3-yl)picolinamideHCID 58349183—
SolventHydrochloric AcidHCID 313—
Product4-Methoxy-N-(5-(pyrimidin-5-yloxy)pyridin-3-yl)picolinamideHCID 5834911019%

Reaction Steps

Compound 8 (30 mg, 0.096 mmol, 1.0 eq) stirred in 1N HCl in MeOH (0.75 mL) at rt overnight. The reaction was concentrated in vacuo and purified by reverse-phase preparatory HPLC to afford 6 mg (19%) of the title compound as a mono-TFA salt: 1H NMR (400 MHz, DMSO-d6) δ 11.05 (s, 1H), 9.09 (s, 1H), 9.03 (d, J=2.0 Hz, 1H), 8.79 (s, 2H), 8.55 (d, J=5.7 Hz, 1H), 8.29 (d, J=2.5 Hz, 1H), 8.14 (t, J=2.3 Hz, 1H), 7.66 (d, J=2.5 Hz, 1H), 7.25 (dd, J=5.7, 2.6 Hz, 1H), 3.93 (s, 3H); ES-MS [M+1]+: 324.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569308B2
Source datasetuspto-grants-2013_10
ORD IDord-4c44b7a7e8da481682d94dedf622cf8e
Source noteuspto-grants-2013_10