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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465237Generated: October 31, 2026

Sodium hydride → HCID 57876161, compound

https://huagongshe.com/reaction/1465237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(4-Methylphenyl)oxiraneHCID 108111—
Reactant1H-Pyrido[4,3-b]indole, 2,3,4,5-tetrahydro-2,8-dimethyl-HCID 209291—
SolventDimethylformamideHCID 6228—
ProductHCID 57876161HCID 5787616135.3%

Reaction Steps

Preparation of the title compound was carried out according to General Method 6. 3,4,5-Tetrahydro-2,8-dimethyl-1H-pyrido[4,3-b]indole (See Example 1) (2.2 g, 11 mmol), 4-methylstyrene oxide (5.8 g, 44 mmol) and NaH (1.3 g, 32.5 mmol) were heated in DMF (70 mL) at 120° C. for 16 h (overnight). The contents were quenched by methanol and evaporated to dryness. The resulting crude product was purified by silica gel chromatography (230-400 mesh) using ethyl acetate-hexane gradient to obtain 1.3 g of racemic-2(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)-1-p-tolylethanol. The free base was converted into its hydrochloride salt by treatment of ethanolic HCl.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999978B2
Source datasetuspto-grants-2015_04
ORD IDord-dd7eee53cd604ea096e3b399a5d690a5
Source noteuspto-grants-2015_04