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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251461Generated: October 27, 2026

5-Bromo-2-chloro-3-methylpyridine → benzyl (1S,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate

https://huagongshe.com/reaction/2251461

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2-chloro-3-methylpyridineHCID 285434—
Reactantbenzyl (1S,5S)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylateHCID 23635906—
Productbenzyl (1S,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylateHCID 2363553411%

Reaction Steps

The product of Example 52D (1.30 g, 5.60 mmol) and 5-bromo-2-chloro-3-methylpyridine (1.73 g, 8.39 mmol) were processed according to the procedure described in Example 1E. The crude product was purified by chromatography (SiO2, ethyl acetate:hexane, 1:1) to provide the title compound (0.22 g, 11% yield) which was used directly in the next step without further purification. MS (DCI/NH3) m/z 358, 360 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319106B2
Source datasetuspto-grants-2008_01
ORD IDord-31d4f389efd04d2e862b10c388735975
Source noteuspto-grants-2008_01