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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706841Generated: October 30, 2026

N-Cyclobutyl-6-ethynylpyridazin-3-amine → 4-Chloro-3-(2-(6-(cyclobutylamino)pyridazin-3-yl)ethynyl)-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

https://huagongshe.com/reaction/706841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Cyclobutyl-6-ethynylpyridazin-3-amineHCID 86709554—
Reactant4-chloro-3-iodo-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamideHCID 86709564—
Product4-Chloro-3-(2-(6-(cyclobutylamino)pyridazin-3-yl)ethynyl)-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamideHCID 72950254—

Reaction Steps

The title compound was synthesized from N-cyclobutyl-6-ethynylpyridazin-3-amine and 4-chloro-3-iodo-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide in a manner similar to that described for in Example 1. The product was obtained as a pale yellow solid. Mp: 225-227° C.; 1H NMR (300 MHz, DMSO-d6) δ: 10.82 (1 H, s), 8.35 (1 H, d, J=2.1 Hz), 8.27 (1 H, s), 8.13 (1 H, s), 7.99-8.03 (1 H, dd, J=2.1 and 8.1 Hz), 7.81-7.84 (1 H, d, J=8.7 Hz), 7.76 (1 H, s), 7.66-7.68 (2 H, m), 7.46-7.49 (1 H, d, J=9.0 Hz), 6.76-6.80 (1 H, d, J=9.3 Hz), 4.40 (1 H, m), 2.32-2.34 (2 H, m), 2.17 (3 H, brs), 1.87-1.97 (2 H, m), 1.71-1.76 (2 H, m). HRMS (ESI-TOF+): m/z [M+2H]+2 calcd for C28H24ClF3N6O: 276.0821. found: 276.0819.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174996B2
Source datasetuspto-grants-2015_11
ORD IDord-bb1573aa8cbd4bc4a47c1d806bbde6ca
Source noteuspto-grants-2015_11