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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706809Generated: October 29, 2026

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

https://huagongshe.com/reaction/706809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-cyclopropyl-5-ethynylpyrimidin-2-amineHCID 71512031—
Reactant2-(3-Iodo-4-methylphenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazoleHCID 86709555—
ProductN-Cyclopropyl-5-(2-(2-methyl-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)pyrimidin-2-amineHCID 72949556—

Reaction Steps

The title compound was synthesized from N-cyclopropyl-5-ethynylpyrimidin-2-amine (as prepared above) and 2-(3-iodo-4-methylphenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole (as prepared in Example 1) in a manner similar to that described for in Example 1. The title compound was obtained as a brown solid. Mp: 136-137° C.; 1H NMR (300 MHz, CDCl3) δ: 8.40 (2 H, s), 8.21 (1 H, s), 7.96-7.99 (1 H, d, J=9.0 Hz), 7.52-7.55 (1 H, d, J=9.0 Hz), 7.49-7.52 (1 H, d, J=9.0 Hz), 7.23-7.26 (1 H, d, J=9.0 Hz), 7.15-7.18 (1 H, d, J=9.0 Hz), 5.81 (1 H, s), 5.28 (1 H, s), 3.57 (2 H, s), 2.78 (1 H, s), 2.55 (8H, brs), 2.46 (3 H, s), 2.32 (3 H, s), 0.83-0.87 (2 H, m), 0.56 (2 H, brs). HRMS (ESI-TOF+): m/z [M+H]+ calcd for C29H32N7: 478.2714. found: 478.2718.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174996B2
Source datasetuspto-grants-2015_11
ORD IDord-1568ba2882ec4c28918d9a375865d247
Source noteuspto-grants-2015_11