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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685092Generated: November 2, 2026

Methanol → HCID 86661323, compound

https://huagongshe.com/reaction/1685092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantNitrogenHCID 947—
ReactantTrimethylaluminumHCID 16682925—
ReactantHCID 86661317HCID 86661317—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86661323HCID 8666132352%

Reaction Steps

N2 was bubbled for 15 minutes through a solution of 1-(3-fluorobenzyl)-3-(4-((3-chloro-6-methoxy-N-methylpyridazine-4-carboxamido)methyl)-thiazol-2-yl)urea (118 mg, 0.25 mmol) in 1,4-dioxane. Pd(PPh3)4 (15 mg, 13 μmol) was added followed by AlMe3 (250 μl, 2 M in toluene, 0.51 mmol). The mixture was refluxed for 4 hours and MeOH was added. Silica (300 mg) was added and the volatiles were removed in vacuo. The residue was brought on a column and purified by chromatography (CH2Cl2+5% 7N NH3 in MeOH) to afford the title product (60 mg, 0.13 mmol) as an off-white solid in 52% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148380B2
Source datasetuspto-grants-2012_04
ORD IDord-804913a31f2b4e639751570b8ca10863
Source noteuspto-grants-2012_04