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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736383Generated: October 30, 2026

Pyrazole → N-(4-tert-butylphenyl)-6-(1H-pyrazol-1-yl)nicotinamide

https://huagongshe.com/reaction/736383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
ReactantSodium hydrideHCID 24758—
ReactantN-(4-tert-butylphenyl)-6-chloronicotinamideHCID 4811429—
SolventDimethylformamideHCID 6228—
ProductN-(4-tert-butylphenyl)-6-(1H-pyrazol-1-yl)nicotinamideHCID 11186276—

Reaction Conditions

Temperature100 °C

Reaction Steps

Pyrazole (0.34 g, 5 mmol) in 10 mL of DMF was treated with sodium hydride (0.2 g in 60% mineral oil) at room temperature. The mixture was then treated with the product from Example 21A in DMF (20 mL) and heated at 100° C. for 4 hours. The reaction mixture was allowed to cool to room temperature and quenched with water. The mixture was filtered and the filter cake was collected as the title compound. 1H NMR (300 MHz, DMSO-d6) δ 10.39 (bs, 1H), 9.01 (dd, 1H), 8.71 (dd, 1H), 8.52 (dd, 1H), 8.07 (d, 1H), 7.7 (m, 1H), 7.65 (m, 2H), 7.4 (m, 2H), 6.6 (m, 1H) 1.25 (s, 9H); MS (ESI+) m/z 321 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595332B2
Source datasetuspto-grants-2009_09
ORD IDord-1f0613dee6c548afacc01352b2bcc0a9
Source noteuspto-grants-2009_09