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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642160Generated: October 27, 2026

2-Chloro-5-iodopyridine → tert-butyl cis-1-(6-chloro-3-pyridinyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

https://huagongshe.com/reaction/1642160

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-5-iodopyridineHCID 4397176—
Reactanttert-butyl (3aR,6aR)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[2,3-c]pyrrole-5-carboxylateHCID 37818785—
Producttert-butyl cis-1-(6-chloro-3-pyridinyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylateHCID 8658437489.1%

Reaction Steps

tert-Butyl cis-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (550 mg, 2.60 mmol), prepared as described in (U.S. Pat. No. 5,071,999) and 2-chloro-5-iodopyridine (660 mg, 2.76 mmol), prepared as described in (Tetrahedron Lett. (1993), 34, 7493-7496), were processed as described in Example 1E to provide the title compound as a tan foam (750 mg, 89% yield). MS (DCI/NH3) m/z 324, 326 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119635B2
Source datasetuspto-grants-2012_02
ORD IDord-a8ae5dafac2943018ed8fc1b9514eb4d
Source noteuspto-grants-2012_02