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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972074Generated: October 30, 2026

Water → Tert-butyl 4-(aminomethyl)-1,2,3,6-tetrahydropyridine-1-carboxylate

https://huagongshe.com/reaction/1972074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactant4-azidomethyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl esterHCID 86657834—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 4-(aminomethyl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 67373714—

Reaction Steps

To a solution of 4-azidomethyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (0.97 mmol, 0.25 g) in THF (4 mL) was added triphenylphosphine (1.1 mmol, 0.3 g) and stirred for 12 h at room temperature. Water (2 mL) was added to the reaction mixture and stirred for 4 h. The reaction mixture was diluted with EtOAc (10 mL), and the organic layer was washed with water, brine, dried (Na2SO4), filtered and concentrated under reduced pressure to provide 4-aminomethyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431575B2
Source datasetuspto-grants-2013_04
ORD IDord-628a12e39b2d4f2e94f6143b2001781d
Source noteuspto-grants-2013_04