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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005822Generated: October 25, 2026

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

https://huagongshe.com/reaction/1005822

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxypyrrolidineHCID 98210—
ReactantProlinol, (R)-HCID 2724541—
Reactant4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridineHCID 86585867—
Product(1-(4-(4-(2,3-Dihydro-benzo(1,4)dioxin-6-ylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-pyrrolidin-2-yl)-methanolHCID 21906744—

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)-2-(hydroxymethyl)pyrrolidine. A yellow solid 120 was obtained (0.027 g, 55%). 1H-NMR (CDCl3, 400 MHz) δ 2.06-2.11 (m, 2H), 2.16-21 (m, 2H), 3.46-3.53 (m, 1H), 3.63-3.76 (m, 3H), 4.28-4.34 (m, 4H), 4.61-4.66 (m, 1H), 6.78 (s, 1H), 6.92 (dd, J=1.4 Hz, 6.9 Hz, 1H), 6.95 (d, J=8.4 Hz, 1H), 7.05 (dd, J=2.2 Hz, 8.0 Hz, 1H), 7.10 (d, J=2.2 Hz, 1H), 7.12 (d, J=8.5 Hz, 1H), 7.52 (dd, J=1.9 Hz, 8.4 Hz, 1H), 7.82 (d, J=1.4 Hz, 1H), 8.13 (d, J=6.6 Hz, 1H); MS (APCI) m/z 489 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787542B2
Source datasetuspto-grants-2004_09
ORD IDord-4a5fe44466a44acaa522c9e19a7908be
Source noteuspto-grants-2004_09