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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393820Generated: October 27, 2026

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

https://huagongshe.com/reaction/393820

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl (1S,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylateHCID 23635534—
SolventTrifluoroacetic acidHCID 6422—
Product(1R,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptaneHCID 981328280%

Reaction Steps

The product from Example 87A (220 mg, 0.61 mmol) in trifluoroacetic acid (6 mL) was heated at 60° C. for 2 hours, cooled to room temperature, concentrated, and purified by chromatography on silica gel (CH2Cl2:MeOH:NH4OH, 90:10:1) to afford the title compound as an oil (100 mg, 80% yield). MS (DCI/NH3) m/z 224, 226 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809105B2
Source datasetuspto-grants-2004_10
ORD IDord-7b0ee01b362a452e9d696ee822a27019
Source noteuspto-grants-2004_10