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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243170Generated: October 29, 2026

Diisopropylethylamine → HCID 68157070, compound

https://huagongshe.com/reaction/243170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purineHCID 97740—
ReactantHCID 68157272HCID 68157272—
SolventIsopropanolHCID 3776—
ProductHCID 68157070HCID 6815707040.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of (S)-1-[1-(3,5-difluorophenyl)-6-fluoro-1H-benzoimidazol-2-yl]ethylamine (206 mg, 0.71 mmol), 6-chloro-9-(tetrahydropyran-2-yl)-9H-purine (169 mg, 0.71 mmol) and DIPEA (0.37 mL, 2.1 mmol) in IPA (1.4 mL) was heated in a sealed tube for 20 h at 90° C. After cooling to RT, the volatiles were removed in vacuo and the resulting residue purified by column chromatography (Si—PPC, gradient 0-10% 2M NH3 in MeOH/DCM) to afford the title compound as a colourless glass (141 mg, 40%). LCMS (Method C): RT 3.38 min [M+H]+ 494. 1H NMR (CDCl3, 400 MHz): δ 8.29-8.28 (1H, m), 7.97-7.96 (1H, m), 7.72-7.68 (1H, m), 7.10-7.01 (3H, m), 6.97-6.91 (1H, m), 6.86-6.82 (1H, m), 6.37 (1H, bs), 5.79-5.67 (2H, m), 4.18-4.13 (1H, m), 3.80-3.73 (1H, m), 2.11-1.97 (3H, m), 1.80-1.63 (6H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-e83cfefa9128438f8b3d193c5c38e2f9
Source noteuspto-grants-2014_02