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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509679Generated: October 29, 2026

Sodium hydride → HCID 57875895, compound

https://huagongshe.com/reaction/509679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTrifluoroacetateHCID 84468—
Reactant2-(4-Methylphenyl)oxiraneHCID 108111—
Reactant2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 59455066—
SolventDimethylformamideHCID 6228—
ProductHCID 57875895HCID 5787589514.3%

Reaction Steps

Preparation of the title compound was carried out according to General Method 6. 2-Ethyl-2,3,4,5-tetrahydro-8-methyl-1H-pyrido[4,3-b]indole (See Example 6) (214 mg, 1 mmol), 4-methylstyrene oxide (1 mL, 7.5 mmol) and NaH (120 mg, 3 mmol) were heated in DMF (4 mL) at 120° C. for 16 h (overnight) to obtain 50 mg of racemic-2-(2-ethyl-1,2,3,4-tetrahydro-8-methylpyrido[4,3-b]indol-5-yl)-1-p-tolylethanol as a trifluoroacetate salt after purification by reverse-phase chromatography (C-18, 500 mm×50 mm, Mobile Phase A=0.05% TFA in water, B=0.05% TFA in acetonitrile, Gradient: 10% B to 80% B in 30 min, injection vol. 5 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096591B2
Source datasetuspto-grants-2015_08
ORD IDord-494006a5cf2d4435b184f9aa6872f004
Source noteuspto-grants-2015_08