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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422648Generated: November 1, 2026

6-Bromo-1-methylquinolin-2(1H)-one → 3-(2-Methyl-4-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yl)but-3-yn-2-yl)-6-(2-methylallyl)-6-phenyl-1,3-oxazinan-2-one

https://huagongshe.com/reaction/1422648

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromo-1-methylquinolin-2(1H)-oneHCID 21816162—
ReactantMethyl 3-hydroxy-5-methyl-3-phenylhex-5-enyl(2-methylbut-3-yn-2-yl)carbamateHCID 86669141—
Product3-(2-Methyl-4-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yl)but-3-yn-2-yl)-6-(2-methylallyl)-6-phenyl-1,3-oxazinan-2-oneHCID 50905736—

Reaction Steps

The title compound was prepared from methyl 3-hydroxy-5-methyl-3-phenylhex-5-enyl(2-methylbut-3-yn-2-yl)carbamate and 6-bromo-1-methylquinolin-2(1H)-one following procedures analogous to those described in Example 1 Steps 3 and 4. LC-MS Method 1 tR=1.92 min, m/z=455; 1H NMR (CDCl3) 1.64 (s, 3H), 1.69 (s, 3H), 1.82 (s, 6H), 2.26 (m, 1H), 2.40 (m, 1H), 2.61 (AB quartet, 2H), 3.08 (m, 1H), 3.64 (m, 1H), 3.71 (s, 3H), 4.64 (s, 1H), 4.83 (s, 1H), 6.77 (d, 1H), 7.25-7.65 (9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927539B2
Source datasetuspto-grants-2015_01
ORD IDord-2a23f0d305ec442d84f7d67968bd71ec
Source noteuspto-grants-2015_01