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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184606Generated: November 2, 2026

(2S,4R)-tert-butyl 2-(azidomethyl)-4-(5-cyclopropylpyrazin-2-yloxy)-pyrrolidine-1-carboxylate → (2S,4R)-tert-butyl 2-(aminomethyl)-4-(5-cyclopropylpyrazin-2-yloxy)-pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1184606

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,4R)-tert-butyl 2-(azidomethyl)-4-(5-cyclopropylpyrazin-2-yloxy)-pyrrolidine-1-carboxylateHCID 86680519—
CatalystNickelHCID 935—
SolventAmmonia methanolHCID 21705897—
Product(2S,4R)-tert-butyl 2-(aminomethyl)-4-(5-cyclopropylpyrazin-2-yloxy)-pyrrolidine-1-carboxylateHCID 86680520—

Reaction Steps

The product from Example 174C (2.54 g, 7.05 mmol) in 7 M ammonia-methanol (30 mL) was added to Raney®-nickel 2800 water slurry (2.54 g, 43.3 mmol; washed once with methanol) in a 250 mL stainless steel pressure bottle. The mixture was shaken under 30 psi of hydrogen at room temperature for 4 hours with periodic venting of nitrogen gas. The mixture was filtered through a 0.45 micron nylon filter, and the volatiles were removed in vacuo to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669255B2
Source datasetuspto-grants-2014_03
ORD IDord-5dd067c390ee41b5b4fa9132c88201dc
Source noteuspto-grants-2014_03