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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963875Generated: October 31, 2026

HCID 66936842, compound → HCID 178511594, compound

https://huagongshe.com/reaction/1963875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 66936842HCID 66936842—
ReactantHCID 178511674HCID 178511674—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 178511594HCID 17851159465.8%

Reaction Conditions

Temperature105 °C

Reaction Steps

To 2′-fluoro-N-(3-fluorobenzyl)-4-(trifluoromethyl)-2,4′-bipyridin-6-amine (34 mg, 0.093 mmol) was added DMSO (1.7 ml) and trans-cyclohexane-1,4-diamine (159 mg, 1.396 mmol). The resulting reaction mixture was stirred at 105° C. until completion as indicated by LCMS, about 40 hours. To the crude reaction mixture was added 0.75 ml of DMSO, filtered and purified by prep LC. After lyophilization, 28.1 mg of the title compound was obtained as a TFA salt. LCMS (m/z): 460.3 (MH+), retention time=0.72 min.; 1H NMR (300 MHz, METHANOL-d4, 25° C.) δ ppm 1.40-1.72 (m, 4 H) 2.18 (t, J=13.77 Hz, 4 H) 3.11-3.24 (m, 1H) 3.62-3.76 (m, 1 H) 4.72 (s, 2 H) 6.95 (s, 1 H) 7.12 (d, J=9.96 Hz, 1 H) 7.17-7.24 (m, 1 H) 7.27-7.37 (m, 1 H) 7.40 (s, 1 H) 7.42-7.48 (m, 1 H) 7.69 (s, 1 H) 7.87 (d, J=6.74 Hz, 1 H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415381B2
Source datasetuspto-grants-2013_04
ORD IDord-be121e5aa95c4866ab4fb415d88e9433
Source noteuspto-grants-2013_04