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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44889Generated: October 26, 2026

2-cyclopropyl-1H-imidazole → (R)-8-cyclopentyl-2-(2-cyclopropyl-1H-imidazol-1-yl)-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one

https://huagongshe.com/reaction/44889

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-cyclopropyl-1H-imidazoleHCID 17942383—
Reactant(R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-oneHCID 24820413—
CatalystPalladiumHCID 23938—
Product(R)-8-cyclopentyl-2-(2-cyclopropyl-1H-imidazol-1-yl)-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-oneHCID 58405469—

Reaction Steps

Intermediate B was reacted via palladium coupling with 2-cyclopropyl-1H-imidazole (synthesized according to U.S. Pat. No. 6,610,723, column 91, Example 409, the disclosure of which is hereby incorporated by reference with respect to this compound) to provide the title compound. 1H NMR (CD3OD) δ: 8.05 (s, 1H), 8.04 (d, J=2.2 Hz, 1H), 7.46 (d, J=2.2 Hz, 1H), 4.43 (pent, J=3.7 Hz, 2H), 3.40 (s, 3H), 3.21 (pent, J=3.3 Hz, 1H), 2.20-2.05 (m, 1H), 2.05-1.77 (m, 7H), 1.75-1.60 (m, 2H), 1.36 (d, J=7.5 Hz, 2H), 1.30-1.10 (m, 2H), 0.87 (t, J=7.5 Hz, 3H); LCMS: 367.1 m/z (M+H)+; ret. Time: 6.70 min (Analytical Method C).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541418B2
Source datasetuspto-grants-2013_09
ORD IDord-12623be93dd243adbe73b39f5553d9ee
Source noteuspto-grants-2013_09