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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005820Generated: October 25, 2026

4-Hydroxypyrrolidine → 1-(4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-pyrrolidin-3-ol

https://huagongshe.com/reaction/1005820

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxypyrrolidineHCID 98210—
Reactant(R)-3-PyrrolidinolHCID 2759337—
Reactant4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridineHCID 86585867—
Product1-(4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-pyrrolidin-3-olHCID 21906765—

Reaction Steps

The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 118 (0.033 g, 0.0779 mmol) and 3-hydroxypyrrolidine with (R)-3-hydroxypyrrolidine. A yellow solid 116 was obtained (0.0353 g, 75%). 1H-NMR (CDCl3, 400 MHz) δ 2.15-2.23 (m, 1H), 2.25-2.31 (m, 1H), 3.78-3.84 (m, 2H), 3.87-3.95 (m, 2H), 4.28-4.34 (m, 4H), 4.72-4.76 (m, 1H), 6.77 (s, 1H), 6.91 (dd, J=1.1 Hz, 6.6 Hz, 1H), 6.95 (d, J=8.1 Hz, 1H), 7.05 (dd, J=2.1 Hz, 8.1 Hz, 1H), 7.10 (d, J=2.2 Hz, 1H), 7.12 (d, J=8.4 Hz, 1H), 7.54 (dd, J=1.4 Hz, 8.5 Hz, 1H), 7.83 (d, J=1.1 Hz, 1H), 8.15 (d, J=6.6 Hz, 1H); MS (APCI) m/z 475 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787542B2
Source datasetuspto-grants-2004_09
ORD IDord-9c5f91e6cbfc4bf390e6539d0fec8e29
Source noteuspto-grants-2004_09