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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046220Generated: October 26, 2026

Isopropyl Acetate → N-cyclopropyl-6-(4-((S)-1-((S)-6-(2-hydroxy-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)nicotinamide

https://huagongshe.com/reaction/1046220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl AcetateHCID 7915—
Reactant(S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-oneHCID 59532385—
Reactant6-bromo-N-cyclopropylpyridine-3-carboxamideHCID 65809172—
ProductN-cyclopropyl-6-(4-((S)-1-((S)-6-(2-hydroxy-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)nicotinamideHCID 58109739—

Reaction Steps

The title compound was prepared from (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one and 6-bromo-N-cyclopropylnicotinamide following a procedure analogous to that described in Example 14. LC-MS Method 1 tR=1.74 min, m/z=456.1; 1H NMR (CDCl3) 0.61 (m, 2H), 0.82 (m, 2H), 1.13 (s, 3H), 1.22 (s, 3H), 1.49 (d, 3H), 2.17 (m, 3H), 2.21 (m, 1H), 2.31 (m, 1H), 2.79 (m, 1H), 2.88 (m, 1H), 5.66 (m, 1H), 6.40 (s, 1H), 6.99 (d, 1H), 7.20-7.31 (m, 5H), 7.60 (d, 1H), 7.68 (d, 2H), 8.07 (d, 1H), 8.89 (s, 1H). The compound was dissolved in refluxing isopropyl acetate and allowed to cool slowly to it to afford a solid with mp 191-194° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569292B2
Source datasetuspto-grants-2013_10
ORD IDord-70d692c3e12a4c7baeb463eb131f5be5
Source noteuspto-grants-2013_10