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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417936Generated: November 1, 2026

Aniline → HCID 24956519, compound

https://huagongshe.com/reaction/417936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 24956160HCID 24956160—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 24956519HCID 2495651915.7%

Reaction Conditions

Temperature140 °C

Reaction Steps

Using Example 7 (40 mg, 0.11 mmol), aniline (0.040 mL, 0.460 mmol), sodium tert-butoxide (28 mg, 028 mmol), palladium(II) acetate (4 mg, 0.010 mmol) and (But)3PBF4 (8 mg, 0.022 mmol) in DMF (3 mL) heated to 140° C. under microwave irradiation, for 40 min. The crude material was purified by prep HPLC to give the title compound as an off-white solid (7 mg, 15%). δH (CDCl3) 1.14 (6H, s), 2.42 (2H, s), 2.75 (2H, s) 4.13-4.20 (2H, m), 4.29-4.35 (2H, m), 5.61 (1H, br s), 6.80-6.93 (3H, m), 7.00-7.05 (2H, m), 7.23-7.31 (2H, m), 7.77 (1H, d, J 2.3 Hz). LCMS (ES+) 406 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093238B2
Source datasetuspto-grants-2012_01
ORD IDord-a515305568ab4378b2de4210c7245c57
Source noteuspto-grants-2012_01