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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131448Generated: October 25, 2026

(2S)-2-(3-Methoxypropyl)piperazine → (S)-7-fluoro-10-[3-(3-methoxy-propyl)-piperazin-1-yl]-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulene

https://huagongshe.com/reaction/131448

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-(3-Methoxypropyl)piperazineHCID 45099475—
Reactant7-Fluoro-2-methyl-10H-thieno(2,3-b)(1,5)benzodiazepin-4-amine monohydrochlorideHCID 136192419—
SolventDimethyl SulfoxideHCID 679—
SolventTolueneHCID 1140—
Product(S)-7-fluoro-10-[3-(3-methoxy-propyl)-piperazin-1-yl]-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azuleneHCID 13609038286.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

Combine 7-fluoro-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride (270 mg, 0.95 mmol), (S)-2-(3-methoxy-propyl)-piperazine (330 mg, 2 mmol) in a mixture of toluene and dimethylsulfoxide (1:2) and stir at 110° C. for 24 hours. Evaporate the mixture then purify by flash chromatography, eluting with a step gradient starting with dichloromethane going to 5% 2N ammonia-methanol in dichloromethane gives (S)-7-fluoro-10-[3-(3-methoxy-propyl)-piperazin-1-yl]-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulene (320 mg, 0.82 mmol): mass spectrum (APCI): m/z=389.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384934B2
Source datasetuspto-grants-2008_06
ORD IDord-f1d1abc1fb1e4e19a4f04631101bdd3d
Source noteuspto-grants-2008_06