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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706827Generated: October 30, 2026

4-chloro-3-iodo-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide → 4-Chloro-3-(2-(6-(cyclobutylamino)pyridazin-3-yl)ethynyl)-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide

https://huagongshe.com/reaction/706827

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-chloro-3-iodo-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamideHCID 71562635—
ReactantN-Cyclobutyl-6-ethynylpyridazin-3-amineHCID 86709554—
Product4-Chloro-3-(2-(6-(cyclobutylamino)pyridazin-3-yl)ethynyl)-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamideHCID 72949912—

Reaction Steps

The title compound was synthesized from N-cyclobutyl-6-ethynylpyridazin-3-amine and 4-chloro-3-iodo-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide in a manner similar to that described for in Example 1. The product was obtained as a pale yellow solid. Mp:132-133° C.; 1H NMR (300 MHz, CDCl3) δ: 9.53 (1 H, s), 8.10 (1 H, s), 8.00 (2 H, m), 7.85-7.87 (1 H, d, J=6.0 Hz), 7.66-7.69 (1 H, d, J=9.0 Hz), 7.43-7.45 (1 H, d, J=6.0 Hz), 7.33-7.36 (1 H, d, J=9.0 Hz), 6.58-6.61 (1 H, d, J=9.0 Hz), 5.56 (1 H, s), 4.23-4.25 (1 H, m), 3.64 (2 H, s), 2.61 (8 H, brs),2.44 (3 H, s), 2.43 (2 H, m), 1.91-1.97 (2 H, m), 1.81-1.86 (1 H, brs). HRMS (ESI-TOF+): m/z [M+H]+ calcd for C30H31ClF3N6O: 583.2194. found: 583.2174.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174996B2
Source datasetuspto-grants-2015_11
ORD IDord-ff4f4cfb82aa4582822ebbabc3294e05
Source noteuspto-grants-2015_11