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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2037551Generated: November 2, 2026

[2-(Trifluoromethyl)pyridin-3-yl]boronic acid → (R)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-3-((S)-1-(4-(6-(trifluoromethyl)pyridin-3-yl)phenyl)ethyl)-1,3-oxazinan-2-one

https://huagongshe.com/reaction/2037551

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[2-(Trifluoromethyl)pyridin-3-yl]boronic acidHCID 44717660—
Reactant(R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(3-hydroxy-propyl)-1,3-oxazinan-2-oneHCID 59532370—
Product(R)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-3-((S)-1-(4-(6-(trifluoromethyl)pyridin-3-yl)phenyl)ethyl)-1,3-oxazinan-2-oneHCID 58109158—

Reaction Steps

The title compound was prepared from (R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-1,3-oxazinan-2-one and 2-trifluoromethylpyridine-3-boronic acid following a procedure analogous to that described in Example 64. LC-MS Method 3 tR=1.36 min, m/z=459.3; 1H NMR (CDCl3) 1.40 (m, 1H), 1.51 (m, 3H), 1.63 (m, 1H), 1.70-1.98 (m, 3H), 2.11-2.33 (m, 3H), 2.95 (m, 1H), 3.50-3.63 (m, 2H), 5.66 (m, 1H), 6.97 (m, 4H), 7.20 (m, 2H), 7.29 (m, 2H), 7.67 (m, 1H), 7.87-7.90 (m, 1H), 8.78 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575156B2
Source datasetuspto-grants-2013_11
ORD IDord-7c3a5aaac0c44b58afebb707d866b7a1
Source noteuspto-grants-2013_11