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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419213Generated: October 28, 2026

Tris(2-carboxyethyl)phosphine → N-[2-(6-Amino-pyridine-2-carbonyl)-5-chloro-pyridin-3-yl]-4-tert-butyl-N-methoxymethyl-benzenesulfonamide

https://huagongshe.com/reaction/419213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(2-carboxyethyl)phosphineHCID 119411—
ReactantN-[2-(6-azido-pyridine-2-carbonyl)-5-chloro-pyridin-3-yl]-4-tert-butyl-N-methoxymethyl-benzenesulfonamideHCID 57942524—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(6-Amino-pyridine-2-carbonyl)-5-chloro-pyridin-3-yl]-4-tert-butyl-N-methoxymethyl-benzenesulfonamideHCID 57942303—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of N-[2-(6-azido-pyridine-2-carbonyl)-5-chloro-pyridin-3-yl]-4-tert-butyl-N-methoxymethyl-benzenesulfonamide (0.3 mmol, 155 mg) in THF (3 mL) was added 3-[bis-(2-carboxy-ethyl)-phosphanyl]-propionic acid (1 mmol, 250 mg). The mixture was stirred at 50° C. for 3 h. Upon completion of the reduction, the THF was removed under reduced pressure. The residue was diluted with EtOAc and the organics were washed with saturated sodium bicarbonate, dried with sodium sulfate, concentrated in vacuo, and purified via automated silica gel chromatography to generate the desired product. MS m/z: 489.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093247B2
Source datasetuspto-grants-2012_01
ORD IDord-917f94c8595345418a502a57210a6fa4
Source noteuspto-grants-2012_01