Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456135Generated: October 25, 2026

Tetrahydrofuran → N-[(Dimethylamino)methyl]-N-(4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2,4-dichlorobenzamide

https://huagongshe.com/reaction/1456135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantN-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)-phenyl]2,4-dichlorobenzamideHCID 9826254—
ReactantN,N-dimethylmethyleneammoniumiodideHCID 21892197—
SolventDiethyl EtherHCID 3283—
ProductN-[(Dimethylamino)methyl]-N-(4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2,4-dichlorobenzamideHCID 70057901—

Reaction Steps

To a suspension under argon of 0.072 g of sodium hydride (60% in oil) in 10 ml of tetrahydrofuran is added 0.71 g of N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2,4-dichlorobenzamide and the mixture stirred at room temperature for 1 hour. To the mixture is added N,N-dimethylmethyleneammonium iodide and the mixture stirred 20 hours. The mixture is diluted with diethyl ether (30 ml), filtered and the filtrate concentrated under vacuum. The residue is triturated with hexane to give 0.76 g of white solid, m.p. 126°-129° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05843944
Source datasetuspto-grants-1998_12
ORD IDord-7f08b7da4786472786469d91b6bd6b41
Source noteuspto-grants-1998_12