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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055449Generated: November 1, 2026

1-(Bromomethyl)-4-chlorobenzene → (S)-N-((S)-5-(4-Chlorobenzyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)-2-(methylamino)propanamide

https://huagongshe.com/reaction/1055449

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Bromomethyl)-4-chlorobenzeneHCID 69329—
Reactanttert-Butyl methyl((S)-1-oxo-1-((S)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylamino)propan-2-yl)carbamateHCID 72713380—
Product(S)-N-((S)-5-(4-Chlorobenzyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)-2-(methylamino)propanamideHCID 7305459161.2%

Reaction Steps

In a similar manner to that described for Example 45 except in Step 2 the material obtained after chromatography was not triturated, tert-butyl methyl((S)-1-oxo-1-((S)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylamino)propan-2-yl)carbamate (173 mg, 476 iumol) and 1-(bromomethyl)-4-chlorobenzene (103 mg, 500 μmol) were converted to the title compound (113 mg) as an off-white foam. HRMS: calcd. for C20H22N3O3Cl: (MH+) 388.1422. found 388.1423.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394263B2
Source datasetuspto-grants-2016_07
ORD IDord-618ec1e34baf498893aa24c173b2225d
Source noteuspto-grants-2016_07