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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706814Generated: October 31, 2026

N-cyclopropyl-5-ethynylpyrimidin-2-amine → 5-(2-(2-Chloro-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)-N-cyclopropylpyrimidin-2-amine

https://huagongshe.com/reaction/706814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-cyclopropyl-5-ethynylpyrimidin-2-amineHCID 71512031—
Reactant2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzoimidazoleHCID 86709558—
Product5-(2-(2-Chloro-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)-N-cyclopropylpyrimidin-2-amineHCID 72949732—

Reaction Steps

The title compound was synthesized from N-cyclopropyl-5-ethynylpyrimidin-2-amine and 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1 H-benzo[d]imidazole in a manner similar to that described for in Example 1. The title compound was obtained as a brown solid. Mp:160-162° C.; 1H NMR (300 MHz, CDCl3) δ: 8.43-8.45 (2 H, d, J=6.0 Hz), 8.12-8.15 (1 H, d, J=6.0 Hz), 7.58-7.60 (1 H, d, J=6.0 Hz), 7.52 (1 H, s), 7.45-7.47 (1 H, d, J=6.0 Hz), 7.38-7.40 (1 H, d, J=6.0 Hz), 7.15-7.17 (1 H, d, J=6.0 Hz), 5.80 (1 H, s), 3.60 (2 H, s), 2.80 (8 H, brs), 2.59 (3 H, s), 1.35-1.39 (1 H, m), 0.82-0.88 (2 H, m), 0.58-0.60 (2 H, m). HRMS (ESI-TOF+): m/z [M+H]+ calcd for C28H29ClN7: 498.2167. found: 498.2163.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174996B2
Source datasetuspto-grants-2015_11
ORD IDord-94e99af275f54ded856eec397f5a2490
Source noteuspto-grants-2015_11