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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472796Generated: October 30, 2026

P-Anisidine → HCID 59589576, compound

https://huagongshe.com/reaction/1472796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantSodium t-butoxideHCID 23676156—
ReactantN-(5-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamideHCID 59179473—
CatalystDimethylacetamideHCID 31374—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59589576HCID 59589576—

Reaction Conditions

Temperature140 °C

Reaction Steps

A microwave tube was charged with cyclopropanecarboxylic acid (5-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-amide (0.05 g, 0.178 mmol), p-anisidine (0.044 g, 0.356 mmol), bis(dibenzylideneacetone)palladium (0.008 g, 0.009 mmol), xantphos (0.010 g, 0.018 mmol) and sodium tert-butoxide (0.038 g, 0.392 mmol) in dioxane (1 mL). A couple of drops of dimethylacetamide were added to assist with microwave absorption. The mixture was heated at 140° C. for 30 min. The mixture was filtered and concentrated in vacuo. The crude product was purified by preparatory HPLC. LCMS method: 2, RT: 3.49 min, MI: 324 [M+1]. NMR (1H, DMSO, 300 MHz): 10.88 (brs, 1H), 8.73 (s, 1H), 7.43 (4, 1H), 7.33 (d, 2H), 6.99 (d, 2H), 6.95 (d, 1H), 6.24 (d, 1H), 3.11 (s, 3H), 2.08 (brs, 1H), 0.83 (d, 4H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012633B2
Source datasetuspto-grants-2015_04
ORD IDord-371f8b18645949cda56a1499451de4b5
Source noteuspto-grants-2015_04