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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82857Generated: October 30, 2026

Acetyl chloride → N-({8-Benzyl-7-[2,4-dioxo-3-azabicyclo[3.1.0]hex-3-yl]-5,6,7,8-tetrahydronaphthalen-2-yl}methyl)-1-methyl-1H-imidazole-4-sulfonamide

https://huagongshe.com/reaction/82857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
Reactantcis-2-{[1-Benzyl-7-({[(1-methyl-1H-imidazol-4-yl)sulfonyl]amino}methyl)-1,2,3,4-tetrahydronaphthalen-2-yl]carbamoyl}cyclopropanecarboxylic acidHCID 86685675—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-({8-Benzyl-7-[2,4-dioxo-3-azabicyclo[3.1.0]hex-3-yl]-5,6,7,8-tetrahydronaphthalen-2-yl}methyl)-1-methyl-1H-imidazole-4-sulfonamideHCID 86685674—

Reaction Steps

cis-2-{[1-Benzyl-7-({[(1-methyl-1H-imidazol-4-yl)sulfonyl]amino}methyl)-1,2,3,4-tetrahydronaphthalen-2-yl]carbamoyl}cyclopropanecarboxylic acid (382 mg, 0.731 mmol) was dissolved in tetrahydrofuran (10 mL) and acetyl chloride (5 mL, 88 mmol) was added. The reaction mixture was heated under reflux for 2 h. The reaction mixture was diluted with water and extracted with dichloromethane. The combined organic extracts were washed with aqueous sodium bicarbonate solution, dried (sodium sulfate) and concentrated in vacuo. The crude product was used for the next step without further purificiation. Yield: 377 mg (light orange oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846741B2
Source datasetuspto-grants-2014_09
ORD IDord-2f148f1807654e248729cd5dd330c8fa
Source noteuspto-grants-2014_09