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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393813Generated: October 29, 2026

Ammonium formate → tert-butyl (3aS,6aS)-1-(5-hydroxy-3-pyridinyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

https://huagongshe.com/reaction/393813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant(3aS,6aS)-tert-butyl 1-(5-(benzyloxy)pyridin-3-yl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylateHCID 66757415—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-butyl (3aS,6aS)-1-(5-hydroxy-3-pyridinyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylateHCID 66757796—

Reaction Steps

The product of Example 82A (1.27 g, 3.21 mmol) in methanol (25 mL) was treated with ammonium formate (2.00 g, 30.2 mmol) and 10% Pd/C (0.27 g, wet). The mixture was warmed to reflux and allowed to stir for 20 hours. The reaction mixture was then allowed to cool to ambient temperature, filtered through Celite and the filtrate was concentrated under reduced pressure to provide the crude title compound which was taken on directly to the next step without further purification. MS (DCI/NH3) m/z 306 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809105B2
Source datasetuspto-grants-2004_10
ORD IDord-2af88dd4103c4940aa07fb40a8153bae
Source noteuspto-grants-2004_10