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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82703Generated: October 30, 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 58577288, compound

https://huagongshe.com/reaction/82703

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactanttert-Butyl (2-chloropyridin-3-yl)carbamateHCID 11961738—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 67126077HCID 67126077—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventIsopropanolHCID 3776—
ProductHCID 58577288HCID 5857728834.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

Under argon atmosphere, a mixture of 1-(5-methylpyridin-2-yl)-2H-indazol-5-amine (60 mg), tert-butyl 2-chloropyridin-3-ylcarbamate (67.3 mg), Pd2(dba)3 (24.5 mg), Xantphos (31.0 mg) and sodium tert-butoxide (28.3 mg) in 2-propanol (2 mL) and toluene (0.5 mL) was stirred at 90° C. for 24 h, treated with water and extracted with EtOAc. The organic layer was separated, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel eluting with AcOEt/Hexane to give the title compound as white crystals (31 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846713B2
Source datasetuspto-grants-2014_09
ORD IDord-994f757c5ecc4f6f9abec05b98ad851f
Source noteuspto-grants-2014_09