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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532942Generated: October 30, 2026

Ethyl Acetate → 9-(2-Bromoacetyl)-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

https://huagongshe.com/reaction/532942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-bromobutanimideHCID 67184—
Reactant9-(1-Ethoxyvinyl)-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dioneHCID 86711385—
SolventOxolane--water (1/1)HCID 21881883—
SolventSodium chloride; waterHCID 57417360—
Product9-(2-Bromoacetyl)-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dioneHCID 8671138662.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

111-2. A solution of 9-(1-ethoxyvinyl)-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione (1.2 g, 4.02 mmol) in a mixture of THF/H2O (3:1, 40 mL) was treated with NBS (716 mg, 4.02 mmol) and the mixture was stirred at 0° C. for 10 min. The mixture was partioned between AcOEt and brine and the org. phase was separated, dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (880 mg) that was used as it is in the next step. UPLC-MS: MS 349.0 (M+H+); UPLC rt 0.69 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853203B2
Source datasetuspto-grants-2014_10
ORD IDord-4efcf9cc1a094d2cb568c4b24e4d16e8
Source noteuspto-grants-2014_10