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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235469Generated: November 2, 2026

Benzoyl chloride → N-(7,7-Dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-N-methyl-benzamide

https://huagongshe.com/reaction/2235469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantHCID 67426693HCID 67426693—
SolventPyridineHCID 1049—
ProductN-(7,7-Dimethyl-6-oxo-5-pentyl-1,5,6,7-tetrahydro-imidazo[4,5-f]indol-2-yl)-N-methyl-benzamideHCID 5930101335.6%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 7,7-dimethyl-2-methylamino-5-pentyl-1-(toluene-4-sulfonyl)-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one (120 mg) in pyridine (5 ml) is added drop-wise benzoyl chloride (0.1 ml; 0.79 mmol) at 0° C. After addition the mixture is heated at 130° C. for 5 h. An aqueous work-up and purification by flash chromatography on silica gel eluting with CH2Cl2/MeOH (40:1) yield the desired compound (38 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714010B2
Source datasetuspto-grants-2010_05
ORD IDord-5c2fe22a4b3240ac8e5a8b319935da85
Source noteuspto-grants-2010_05