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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79162Generated: October 27, 2026

Tetrahydrofuran → HCID 58299662, compound

https://huagongshe.com/reaction/79162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
ReactantN4-Cyclopentyl-5-(2,6-dimethoxypyridin-3-yl)pyrimidine-2,4-diamineHCID 67234124—
SolventPyridineHCID 1049—
ProductHCID 58299662HCID 5829966262.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

A 10 mL reaction vessel was charged with N4-cyclopentyl-5-(2,6-dimethoxypyridin-3-yl)pyrimidine-2,4-diamine (267) (50.0 mg, 159 μmol) dissolved in dry pyridine (1 mL) under argon. Sodium bis(trimethylsilyl)amide in THF (1.0M, 0.349 mL, 349 μmol) was added and the reaction heated with microwave energy (300 W) for 12 minutes at 150° C. The solvent was removed in vacuo. Silica gel chromatography of the residue (gradient elution dichloromethane/0-5% methanol) afforded compound 268 as an off-white solid (28 mg, 62%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841312B2
Source datasetuspto-grants-2014_09
ORD IDord-c57df214c9d642dcbfda70af105d25d2
Source noteuspto-grants-2014_09