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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628442Generated: October 29, 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 118159682, compound

https://huagongshe.com/reaction/628442

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant1193-03-9HCID 17793760—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 118159683HCID 118159683—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventAcetonitrileHCID 6342—
ProductHCID 118159682HCID 118159682—

Reaction Conditions

Temperature125 °C

Reaction Steps

A degassed mixture of 3-benzyl-5-chloro-2,8-dimethyl-3H-imidazo[4,5-e][1,2,4]triazolo[4,3-a]pyridine (37 mg, 0.12 mmol, from Step 1), 1-methylpiperidin-4-amine hydrochloride (54 mg, 0.36 mmol, Matrix), NaOtBu (57 mg, 0.59 mmol, Aldrich), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (17 mg, 0.030 mmol, Aldrich) and tris(dibenzylideneacetone)dipalladium(0) (13 mg, 0.014 mmol, Aldrich) in toluene (1.8 mL) was heated at 125° C. for 80 minutes. After cooling to room temperature, the mixture was diluted with acetonitrile, filtered and concentrated. The product was isolated via preparative HPLC-MS (Waters XBridge C18, eluting with a gradient of MeCN/H2O containing 0.15% NH4OH). Yield: (9.8 mg, 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309246B2
Source datasetuspto-grants-2016_04
ORD IDord-9d7b83d341c240d2b47a644a5c247749
Source noteuspto-grants-2016_04