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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817950Generated: October 27, 2026

Triphenylphosphine → 3-{5-[4-(4-Bromo-2-fluorophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl]-tetrazol-1-yl}-propionitrile

https://huagongshe.com/reaction/1817950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantAzidotrimethylsilaneHCID 78378—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant4-(4-Bromo-2-fluorophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (2-cyano-ethyl)-amideHCID 66674377—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product3-{5-[4-(4-Bromo-2-fluorophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl]-tetrazol-1-yl}-propionitrileHCID 6667443461%

Reaction Steps

PPh3 (83 mg, 0.32 mmol) was added to a stirred suspension of 4-(4-bromo-2-fluorophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (2-cyano-ethyl)-amide (51 mg, 0.12 mmol) in MeCN (1.5 mL). DIAD (0.065 mL, 0.31 mmol) and TMSN3 (0.045 mL, 0.32) were added dropwise. After 22 hours, the reaction mixture was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate. The combined organic extracts were dried (MgSO4) and concentrated under reduced pressure. Purification by flash column chromatography gave clean desired product (33 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598383B2
Source datasetuspto-grants-2009_10
ORD IDord-b4e83f8ba2c64b4884dfd1fdb5ac8e2c
Source noteuspto-grants-2009_10