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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242958Generated: November 3, 2026

Diisopropylethylamine → HCID 178505455, compound

https://huagongshe.com/reaction/242958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purineHCID 97740—
ReactantHCID 68157028HCID 68157028—
Solvent1-ButanolHCID 263—
ProductHCID 178505455HCID 17850545584%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (S)-3-benzyloxy-1-(6-fluoro-1-phenyl-1H-benzoimidazol-2-yl)propylamine (639 mg, 1.7 mmol), 6-chloro-9-(tetrahydropyran-2-yl)-9H-purine (410 mg, 1.7 mmol) and DIPEA (1.5 mL, 8.5 mmol) in n-butanol (6 mL) was heated at 100° C. for 18 h. After cooling to RT, the volatiles were removed in vacuo and the resulting residue loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH followed by 2M NH3/MeOH. The basic fractions were combined and concentrated in vacuo and the resulting residue purified by column chromatography (Si—PCC, gradient 0-10% 2M NH3/MeOH in DCM) to afford the title compound as a white solid (703 mg, 84%). LCMS (Method C): RT 3.10 min [M+H]+ 494.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-839f134baf154be2b4a0042919363c73
Source noteuspto-grants-2014_02