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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706812Generated: October 31, 2026

N-Cyclobutyl-6-ethynylpyridazin-3-amine → 6-(2-(2-Chloro-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)-N-cyclobutylpyridazin-3-amine

https://huagongshe.com/reaction/706812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Cyclobutyl-6-ethynylpyridazin-3-amineHCID 86709554—
Reactant2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzoimidazoleHCID 86709558—
Product6-(2-(2-Chloro-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)-N-cyclobutylpyridazin-3-amineHCID 72949559—

Reaction Steps

The title compound was synthesized from N-cyclobutyl-6-ethynylpyridazin-3-amine and 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole in a manner similar to that described for in Example 1. The title compound was obtained as a pale yellow solid. Mp:161-163° C.; 1H NMR (300 MHz, CDCl3) δ: 8.13-8.15 (1 H, d, J=6.0 Hz), 7.95 (1 H, s), 7.62-7.65 (1 H, d, J=9.0 Hz), 7.65 (1 H, s), 7.36-7.39 (1 H, d, J=9.0 Hz), 7.29-7.32 (1 H, d, J=9.0 Hz), 7.18-7.21 (1 H, d, J=9.0 Hz), 6.63-6.66 (1 H, d, J=9.0 Hz), 5.80 (1 H, s), 4.28-4.30 (1 H, m), 3.63 (2 H, s), 2.63 (8 H, brs), 2.40-2.44 (2 H, m) 2.40 (3 H, s), 1.96-2.02 (2 H, m), 1.79-1.81 (2 H, m). HRMS (ESI-TOF+): m/z [M+H]+ calcd for C29H31ClN7: 512.2324. found: 512.2303.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174996B2
Source datasetuspto-grants-2015_11
ORD IDord-0fed8c0eceff4f1d976630f4731f0821
Source noteuspto-grants-2015_11