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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054359Generated: October 26, 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → [3-(2-Imidazol-1-yl-ethoxy)-phenyl]-[5-(4-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine

https://huagongshe.com/reaction/1054359

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant1-(2-(3-Bromophenoxy)Ethyl)-1H-ImidazoleHCID 803108—
ReactantSodium t-butoxideHCID 23676156—
Reactant5-(4-Methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amineHCID 59186418—
CatalystDimethylacetamideHCID 31374—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
Solvent1,4-DioxaneHCID 31275—
Product[3-(2-Imidazol-1-yl-ethoxy)-phenyl]-[5-(4-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amineHCID 59589878—

Reaction Conditions

Temperature150 °C

Reaction Steps

In a microwave vial, 5-(4-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (0.05 g, 0.208 mmol), 1-[2-(3-bromo-phenoxy)-ethyl]-1H-imidazole (0.073 g, 0.27 mmol), bis(dibenzylideneacetone)palladium (0.01 g, 0.01 mmol), xantphos (0.012 g, 0.02 mmol) and sodium tertbutoxide (0.04 g, 0.416 mmol) were added successively. 1,4-Dioxane (1.2 mL) and dimethylacetamide (4 drops) were added and the vial was sealed and heated in the microwave (150° C., 10 min). The mixture was filtered and purified by preparatory LCMS. LCMS method: 2, RT: 3.36 min; MI: 427 [M+1]. NMR 1H (DMSO): 3.85 (s, 3H), 4.18 (t, 2H), 4.36 (t, 2H), 6.42 (dd, 1H), 6.94 (s, 1H), 7.11-7.15 (m, 5H), 7.26 (s, 1H), 7.46-7.64 (m, 3H), 7.78 (s, 1H), 8.02 (d, 2H), 9.65 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394301B2
Source datasetuspto-grants-2016_07
ORD IDord-19b49b6109f34fcdbd18b0c9bd7e4d07
Source noteuspto-grants-2016_07