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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587483Generated: October 30, 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 58577650, compound

https://huagongshe.com/reaction/587483

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 58577469HCID 58577469—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventIsopropanolHCID 3776—
ProductHCID 58577650HCID 5857765064.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

Under argon atmosphere, a mixture of 1-(5-methylpyridin-2-yl)-1H-indazol-5-amine (71 mg), tert-butyl 2-chloropyridin-3-ylcarbamate (80 mg), Pd2(dba)3 (29.0 mg), Xantphos (36.6 mg) and sodium tert-butoxide (33.5 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 (70.0 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226921B2
Source datasetuspto-grants-2016_01
ORD IDord-a65ae5cbafe7413f8d04e1471615ba39
Source noteuspto-grants-2016_01