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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229331Generated: October 29, 2026

Tetrahydrofuran → HCID 18466618, compound

https://huagongshe.com/reaction/2229331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
ReactantHCID 18466610HCID 18466610—
SolventPyridineHCID 1049—
ProductHCID 18466618HCID 1846661833.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 5-bromo-2-(cyclopropylamino)-N-(2,6-dichloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide (105 mg, 0.254 mmol) in pyridine (3.0 mL) was heated to 50° C. while a 1 M solution of NaHMDS in THF (0.53 mL, 0.53 mmol) was added. The resulting solution was stirred at 50° C. for 3 h. The reaction was quenched with aqueous saturated NH4Cl, diluted with water and extracted with EtOAc (3×). The combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. The resulting residue was purified via flash chromatography (hexane:EtOAc, 7:3) to give the title compound (32 mg, 33% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420359B1
Source datasetuspto-grants-2002_07
ORD IDord-7ae15e5a6c0549a1989c3e53a748f19b
Source noteuspto-grants-2002_07