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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57141Generated: October 29, 2026

6-Chloro-5-cyclopropylpyrimidin-4-amine → 6-{4-[1-(2-Azetidin-1-yl-ethyl)-4-(4-fluoro-3-methyl-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-5-cyclopropyl-pyrimidin-4-ylamine

https://huagongshe.com/reaction/57141

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-5-cyclopropylpyrimidin-4-amineHCID 46739895—
ReactantHCID 131736949HCID 131736949—
Product6-{4-[1-(2-Azetidin-1-yl-ethyl)-4-(4-fluoro-3-methyl-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-5-cyclopropyl-pyrimidin-4-ylamineHCID 118290317—

Reaction Steps

The title compound was prepared according to the procedure described for the preparation of compound “1” by using 4-[1-(2-azetidin-1-yl-ethyl)-4-(4-fluoro-3-methyl-phenyl)-1H-imidazol-2-yl]-piperidine trihydrochloride and 6-chloro-5-cyclopropyl-pyrimidin-4-ylamine as the starting materials. LC-MS (M+H=476, obsd=476). 1H NMR (400 MHz, DMSO-d6) δ 7.92 (s, 1H), 7.66-7.56 (m, 1H), 7.55-7.49 (m, 1H), 7.47 (s, 1H), 7.07 (t, J=9.1 Hz, 1H), 6.16 (s, 2H), 4.19 (d, J=13.0 Hz, 2H), 3.88 (t, J=6.3 Hz, 2H), 3.11 (t, J=6.9 Hz, 4H), 3.05-2.86 (m, 3H), 2.69 (t, J=6.2 Hz, 2H), 2.26 (s, 3H), 1.92 (ddt, J=26.3, 10.1, 5.7 Hz, 6H), 1.49 (q, J=6.9 Hz, 1H), 1.09-0.95 (m, 2H), 0.43 (d, J=5.2 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434714B2
Source datasetuspto-grants-2016_09
ORD IDord-5dae7a4f8a724da0aba68a44b2719065
Source noteuspto-grants-2016_09