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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896655Generated: November 2, 2026

4-[1-Azetidin-3-yl-4-(4-fluorophenyl)-1H-imidazol-5-yl]pyrimidin-2-amine → HCID 57461721, compound

https://huagongshe.com/reaction/1896655

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[1-Azetidin-3-yl-4-(4-fluorophenyl)-1H-imidazol-5-yl]pyrimidin-2-amineHCID 57461712—
ReactantHCID 57461719HCID 57461719—
ReactantHCID 57461720HCID 57461720—
ProductHCID 57461721HCID 57461721—

Reaction Steps

tert-Butyl 3-[5-(2-aminopyrimidin-4-yl)-4-(4-fluorophenyl)-1H-imidazol-1-yl]pyrrolidine-1-carboxylate (C17) was converted to the product using the same conditions employed for transformation of tert-butyl 3-[5-(2-aminopyrimidin-4-yl)-4-(4-fluorophenyl)-1H-imidazol-1-yl]azetidine-1-carboxylate (C4) to 4-[1-azetidin-3-yl-4-(4-fluorophenyl)-1H-imidazol-5-yl]pyrimidin-2-amine (C5) in Example 1. The product was obtained as a solid. Yield: 3.3 g, 10 mmol, 69%. LCMS m/z 325.6 (M+1). 1H NMR (400 MHz, CD3OD) δ 2.09-2.18 (m, 1H), 2.32-2.41 (m, 1H), 2.98-3.11 (m, 2H), 3.16-3.23 (m, 1H), 3.3 (m, 1H, assumed; obscured by solvent signal), 5.26 (m, 1H), 6.42 (d, J=5.1 Hz, 1H), 7.07 (dd, J=8.8, 8.8 Hz, 2H), 7.42 (dd, J=8.7, 5.4 Hz, 2H), 8.05 (s, 1H), 8.14 (d, J=5.3 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518944B2
Source datasetuspto-grants-2013_08
ORD IDord-892426f948724d7183e1f229eff13197
Source noteuspto-grants-2013_08