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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521890Generated: October 30, 2026

Hydrochloric Acid → HCID 86690312, compound

https://huagongshe.com/reaction/1521890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantNitrogenHCID 947—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 7-bromoheptanoateHCID 122490—
ReactantHCID 86690311HCID 86690311—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86690312HCID 86690312—

Reaction Steps

6-Cyclopropyl-2,3-di-p-p-tolyl-5H-pyrrolo[2,3-b]pyrazine (step 5) (189 mg, 0.557 mmol) in anhydrous DMF (3 ml) degassed with N2 was treated with NaH (60% in mineral oil) (24.50 mg, 0.612 mmol). After stirring at RT for 30 minutes, ethyl 7-bromoheptanoate (0.119 ml, 0.612 mmol) was added and stirring continued for 2 hours. The mixture was diluted with water (50 ml) and the pH was adjusted to pH 1 using 2M HCl. The resulting mixture was extracted with DCM (×3) and the combined organic extracts were concentrated under reduced pressure. Purification of the crude product by chromatography on silica eluting with 0-10% EtOAc in iso-hexane afforded the titled compound as a yellow oil;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073932B2
Source datasetuspto-grants-2015_07
ORD IDord-3670b68934b14499acb39860d4d8fe36
Source noteuspto-grants-2015_07