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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046188Generated: November 1, 2026

4-Chloropyrimidine → (6R)-6-(4-Fluorophenyl)tetrahydro-6-(3-hydroxypropyl)-3-[(1S)-1-[4-(4-pyrimidinyl)phenyl]ethyl]-2H-1,3-oxazin-2-one

https://huagongshe.com/reaction/1046188

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChloropyrimidineHCID 642834—
Reactant(R)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-oneHCID 58109220—
Product(6R)-6-(4-Fluorophenyl)tetrahydro-6-(3-hydroxypropyl)-3-[(1S)-1-[4-(4-pyrimidinyl)phenyl]ethyl]-2H-1,3-oxazin-2-oneHCID 58109447—

Reaction Steps

The title compound was prepared from (R)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one and 4-chloropyrimidine following a procedure analogous to that described in Example 1 Step 2. LC-MS Method 2 tR=1.172, m/z=392.1; 1H NMR (CDCl3) 1.28-1.40 (m, 1H), 1.52 (m, 3H), 1.64 (m, 2H), 1.81-1.99 (m, 2H), 2.09-2.37 (m, 3H), 2.90 (m, 1H), 3.51 (t, 2H), 5.68 (m, 1H), 6.88-7.07 (m, 3H), 7.16-7.28 (m, 3H), 7.58 (m, 1H), 7.79 (d, 2H), 8.61-8.80 (d, 1H), 9.18 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569292B2
Source datasetuspto-grants-2013_10
ORD IDord-fa296c4764a847bebd013f9ea9ee2e9b
Source noteuspto-grants-2013_10