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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050224Generated: November 2, 2026

Cesium carbonate → N-[[(3S,3aS)-7-(2-methylsulfonylphenyl)-1-oxo-3a,4-dihydro-3H-[1,3]oxazolo[4,3-c][1,4]benzoxazin-3-yl]methyl]-5-chlorothiophene-2-carboxamide

https://huagongshe.com/reaction/1050224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzene, 1-bromo-2-(methylsulfonyl)-HCID 190318—
Reactant5-chloro-N-(((3S,3 aS)-1-oxo-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)thiophene-2-carboxamideHCID 131736053—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductN-[[(3S,3aS)-7-(2-methylsulfonylphenyl)-1-oxo-3a,4-dihydro-3H-[1,3]oxazolo[4,3-c][1,4]benzoxazin-3-yl]methyl]-5-chlorothiophene-2-carboxamideHCID 11857466335.2%

Reaction Steps

Using compound 5-chloro-N-(((3S,3aS)-1-oxo-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)thiophene-2-carboxamide (the product of step (b) in Example 35) (50 mg, 0.102 mmol), o-methylsulfonylbromobenzene (29 mg, 0.122 mmol), tetrakis (triphenylphosphine) palladium (12 mg, 0.010 mmol), and cesium carbonate (66 mg, 0.204 mmol) as starting materials, preparation following the method as described in Example 35 (c) afforded off-white solid 19 mg, yield: 35.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382265B2
Source datasetuspto-grants-2016_07
ORD IDord-63b99377bf65496fbe3f2ee9b3c54596
Source noteuspto-grants-2016_07