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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33863Generated: October 27, 2026

Triphenylphosphine → HCID 11632585, compound

https://huagongshe.com/reaction/33863

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantSodium HydroxideHCID 14798—
Reactant(1,8-Naphthyridin-2-yl)methanolHCID 21629077—
Reactant4-[1-methyl-4-(4-pyridinyl)-1H-pyrazol-3-yl]PhenolHCID 135915213—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11632585HCID 116325858.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenol (72 mg) in dioxane 1.5 ml, was added triphenyl phosphine (121 mg), [1,8]Naphthyridin-2-yl-methanol (69 mg) and di-t-butyl-diazacarboxalate (106 mg) and the reaction mixture heated at 60° C. for 24 h. The reaction mixture was poured into 1 N NaOH, extracted with methylene chloride, dried magnesium sulfate and concentrated. Purification via Prep TLC eluting with 15% methanol/70%ethyl acetate/15% hexanes provided the title compound (9.8 mg). 1H NMR (400 MHz, CDCl3) δ 9.13 (dd, J=4.2, 1.7 Hz, 1H), 8.45 (d, J=5.8 Hz, 2H), 8.23 (d, J=8.3 Hz, 1H), 7.21 (dd, J=8.5, 2.1 Hz, 1 H), 7.79 (d, J=8.7 Hz, 1H), 7.57 (s, 1H), 7.52 (m, 1H), 7.37(d, J=9.1 Hz, 2 H), 7.16 (d, J=6.2 Hz, 2H), 7.01 (d, J=8.7 Hz, 2 H), 5.47 (s, 2H), 3.94 (s, 3 H); MS: (M+H m/z=394.0).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429665B2
Source datasetuspto-grants-2008_09
ORD IDord-241719b1c12f4976857b6c6dc4866b11
Source noteuspto-grants-2008_09