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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284063Generated: October 30, 2026

Cyclopropanemethanamine → 4-Amino-6-{4-[1-[2-(cyclopropylmethyl-amino)-ethyl]-4-(4-fluoro-3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/2284063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanemethanamineHCID 75646—
ReactantMethanesulfonic acid 2-[2-[1-(6-amino-5-cyano-pyrimidin-4-yl)-piperidin-4-yl]-4-(4-fluoro-3-trifluoromethyl-phenyl)-imidazol-1-yl]-ethyl esterHCID 89442673—
Product4-Amino-6-{4-[1-[2-(cyclopropylmethyl-amino)-ethyl]-4-(4-fluoro-3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrileHCID 8944254740.3%

Reaction Steps

The title compound was prepared by stirring methanesulfonic acid 2-[2-[1-(6-amino-5-cyano-pyrimidin-4-yl)-piperidin-4-yl]-4-(4-fluoro-3-trifluoromethyl-phenyl)-imidazol-1-yl]-ethyl ester (85.0 mg; 0.15 mmol; 1.00 eq) in cyclopropylmethylamine (54.6 mg, 0.77 mmol; 5.0 eq) at ambient temperature. The reaction mixture was purified via flash chromatography using a gradient of 0-10% methanol in dichloromethane to give 4-Amino-6-{4-[1-[2-(cyclopropylmethyl-amino)-ethyl]-4-(4-fluoro-3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrile (32.7 mg; 0.06 mmol; 40.3%). LC-MS: (M+1=529, obsd.=529).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145392B2
Source datasetuspto-grants-2015_09
ORD IDord-f8e17c8f542f45d5a0034d17dddd9a46
Source noteuspto-grants-2015_09