Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485377Generated: November 1, 2026

Borane;tetrahydrofuran → 6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine

https://huagongshe.com/reaction/1485377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant6-(4-chlorophenyl)-1,4-dimethyl-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepin-5(6H)-oneHCID 70979051—
SolventTetrahydrofuranHCID 8028—
Product6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepineHCID 709792557.8%

Reaction Steps

To a solution of 6-(4-chlorophenyl)-1,4-dimethyl-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepin-5(6H)-one (40.0 mg, 0.12 mmol) in THF (5 ml) was added BH3-THF solution (1 mL, 1M in THF) slowly, the resulting mixture was stirred under reflux overnight, concentrated, the residue was purified by Prep-HPLC (column: Gemini 5u C18 250*21.5 mm; mobile: H2O (0.1% TFA)-ACN(0.1% TFA)) to give 6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine as an off-white solid (3.0 mg, 7.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422292B2
Source datasetuspto-grants-2016_08
ORD IDord-d55b474877f6409c861a7c373df06c21
Source noteuspto-grants-2016_08