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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508825Generated: November 2, 2026

2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine → 4-chloro-2-(3-chloro-5-fluorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridine

https://huagongshe.com/reaction/1508825

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridineHCID 12214817—
Reactant(3-Chloro-5-fluorophenyl)boronic acidHCID 15391287—
Product4-chloro-2-(3-chloro-5-fluorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridineHCID 9011227590%

Reaction Steps

Following General Procedure F, 2,4-dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine (0.250 g, 1.33 mmol) was reacted with (3-chloro-5-fluorophenyl)boronic acid (0.301 g, 2.07 mmol), to afford the title compound (0.224 g, 90%) as a white solid. MW=282.14. 1H NMR (CD3OD, 300 MHz) δ 7.87-7.84 (m, 1H), 7.72-7.65 (m, 2H), 7.30-7.21 (m, 1H), 3.17-3.00 (m, 4H), 2.21 (quin, J=7.6 Hz, 2H); APCI MS m/z 282 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221843B2
Source datasetuspto-grants-2015_12
ORD IDord-a7358a1380de4d43a9303bdacc94ab43
Source noteuspto-grants-2015_12