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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887679Generated: October 29, 2026

2-amino-N-(4-tert-butylphenyl)benzamide → HCID 59017446, compound

https://huagongshe.com/reaction/887679

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-amino-N-(4-tert-butylphenyl)benzamideHCID 335177—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
Reactant2-Chloro-1,7-naphthyridineHCID 20696625—
ReactantHCID 178418261HCID 178418261—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59017446HCID 59017446—

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Chloro-[1,7]naphthyridine (100 mg, 0.61 mmol), 2-amino-N-(4-tert-butyl-phenyl)-benzamide (164 mg, 0.61 mmol), Pd2(dba)3 (6 mg, 0.006 mmol), (2′-Dicyclohexylphosphanyl-biphenyl-2-yl)-dimethyl-amine (6 mg, 0.015 mmol), and 1M solution of LiN(TMS)2 in THF (1.83 mL), 1.83 mmol) were added to a reaction vessel. The vessel was sealed and the reaction was stirred at 70° C. for 24 h. The mixture was cooled to RT, and solvent was removed under vacuum. The crude was purified by flash column chromatography (gradient, 0 to 100% EtoAC/Hexane) to give the product as tan solid. MS (ES−): 397.0 (M+H)+. Calc'd for C25H24N4O—396.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247430B2
Source datasetuspto-grants-2012_08
ORD IDord-12699cf13e09485098d1ee466670c4d0
Source noteuspto-grants-2012_08