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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31220Generated: October 27, 2026

2-Chloro-5-(trifluoromethyl)pyridine → 2-(2,3-Dihydro-2-phenyl-benzo[1,4]dioxin-6-yloxy)5-trifluoromethylpyridine

https://huagongshe.com/reaction/31220

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
Reactant2-(2,3-Dihydro-2-phenyl-benzo[1,4]dioxin-6-yloxy)-5-nitropyridineHCID 17978501—
Reactant2,3-Dihydro-2-phenyl-benzo[1,4]dioxin-6-olHCID 17978573—
Product2-(2,3-Dihydro-2-phenyl-benzo[1,4]dioxin-6-yloxy)5-trifluoromethylpyridineHCID 17978517—

Reaction Steps

2-(2,3-Dihydro-2-phenyl-benzo[1,4]dioxin-6-yloxy)5-trifluoromethylpyridine was prepared in the same way as 2-(2,3-dihydro-2-phenyl-benzo[1,4]dioxin-6-yloxy)-5-nitropyridine above from 2,3-dihydro-2-phenyl-benzo[1,4]dioxin-6-ol (80 mg) and 2-chloro-5-(trifluoromethyl)pyridine (64 mg). Yield is 50 mg and mp 104-110° C. 1H NMR (DMSO-d6) δ=4.15 (dd, J=8.3, 11.4Hz, 1H), 4.46 (dd, J=2.3, 11.4 Hz, 1H), 5.27 (dd, J=2.3, 8.3 Hz, 1H), 6.72 (dd, J=2.8, 8.8 Hz, 1H), 6.84 (d, J=2.8 Hz, 1H), 7.03 (d, J=8.8 Hz, 1H), 7.19 (d, J=8.8 Hz, 1H), 7.39-7.52 (m, 5H), 8.20 (dd, J=8.8, 2.6 Hz, 1H), 8.58 (d, J=2.6 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425568B2
Source datasetuspto-grants-2008_09
ORD IDord-e03c632522f941e9ae797a26c3ce7c77
Source noteuspto-grants-2008_09