Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067161Generated: November 1, 2026

Triphenylphosphine → HCID 59608458, compound

https://huagongshe.com/reaction/2067161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(2-Methylpyridin-3-yl)methanolHCID 302564—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 59608423HCID 59608423—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59608458HCID 59608458—

Reaction Steps

A solution of methyl 4-({[(2-chloro-5-hydroxyphenyl)carbonyl]amino}methyl)benzoate (100 mg, 0.31 mmol) in THF (5 ml) was treated with triphenylphosphine (1.2 eq, 98 mg, 0.37 mmol), (2-methyl-3-pyridinyl)methanol (38 mg, 0.31 mmol) and diisopropylazodicarboxylate (1.2 eq, 110 ul, 0.56 mmol) and stirred at room temperature for 4 hours. Mixture diluted with methanol and purified by SCX cartridge eluting with methanol first then 2M ammonia in methanol. Basic fractions combined and evaporated to give the title compound as an off-white solid. MS (ES+) m/z 425 [M+H]+ (C23H2135ClN2O4). 1H-NMR (400 MHz, d6-DMSO) δ 3.85 (3H, s), 4.51 (2H, d, J 6), 5.18 (2H, s), 7.10-7.96 (9H, m), 8.42 (1H, dd, J 1.6, J 4.8), 9.07 (1H, t, J 6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293798B2
Source datasetuspto-grants-2012_10
ORD IDord-7fd52e5235464b8ca6d95387ffeb38eb
Source noteuspto-grants-2012_10