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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530532Generated: November 4, 2026

Dimethylformamide → 10-Bromo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide

https://huagongshe.com/reaction/1530532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHexamethyldisilazaneHCID 13838—
Reactant10-Bromo-2-iodo-5,6-dihydrobenzo[F]imidazo[1,2-D][1,4]oxazepineHCID 58204407—
CatalystHCID 178418476HCID 178418476—
Product10-Bromo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamideHCID 6831288395%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 13-bromo-4-iodo-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca1 (14),2,4,10,12-pentaene (5.0 g, 0.013 mol) in DMF (50 mL) was added hexamethyldisilazane (16 mL, 0.077 mol) and Pd(PPh3)2Cl2 (0.45 g, 0.639 mmol). After being purged with CO three times, the mixture was heated at 70° C. for 3 h. After removal of the solvent, water (100 mL) was added. The solid was collected by filtration, washed with water and dried in vacuo to afford 13-Bromo-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca1(14),2,4,10,12-pentaene-4-carboxamide (3.75 g, 95% yield) as a yellow solid. LCMS (ESI) m/z: 309.1 [M+H+]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090628B2
Source datasetuspto-grants-2015_07
ORD IDord-91e3aa0eec5a46988bd82fea95aa5c14
Source noteuspto-grants-2015_07