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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718124Generated: October 28, 2026

Bromine → (z)-Methyl 4-(7-bromo-2-oxo-2,3-dihydro-1h-thieno[2,3-e][1,4]diazepin-5-yl)benzoate

https://huagongshe.com/reaction/718124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
Reactant(Z)-methyl 4-(2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-5-yl)benzoateHCID 136106241—
SolventPyridineHCID 1049—
Product(z)-Methyl 4-(7-bromo-2-oxo-2,3-dihydro-1h-thieno[2,3-e][1,4]diazepin-5-yl)benzoateHCID 13610624057.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

In a 20 mL dram screw-cap vial with septum was dissolved compound 493 (0.140 g, 0.466 mmol) in pyridine (3 mL) to give an orange solution. The mixture was cooled to 0° C. and bromine (0.029 mL, 0.559 mmol) was added dropwise. The reaction mixture was left to stir at 0° C. for 1 hour. The mixture was quenched with saturated thiosulfate solution and extracted with ethyl acetate. The organic layer was washed several times with water, then brine, dried over magnesium sulfate, filtered and evaporated. The residue was suspended in ether and filtered to afford title compound 494 (101 mg, 57%) as a tan solid. MS (m/z): 379.33 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193749B2
Source datasetuspto-grants-2015_11
ORD IDord-7ee981075d764610900ee29067685ea6
Source noteuspto-grants-2015_11