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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908987Generated: October 30, 2026

Diethyl Ether → 2-[4-dimethylamino-4-(3-fluorophenyl)cyclohexyl]-N-[2-(1H-indol-3-yl)ethyl]acetamide Hydrochloride

https://huagongshe.com/reaction/908987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantHCID 11655477HCID 11655477—
SolventMethyl Ethyl KetoneHCID 6569—
Product2-[4-dimethylamino-4-(3-fluorophenyl)cyclohexyl]-N-[2-(1H-indol-3-yl)ethyl]acetamide HydrochlorideHCID 1165547694%

Reaction Steps

The less polar diastereoisomer of 2-[4-dimethylamino-4-(3-fluorophenyl)cyclohexyl]-N-[2-(1H-indol-3-yl)ethyl]acetamide (86 mg, 0.204 mmol) was dissolved in ethyl methyl ketone (5 ml), and chlorotrimethylsilane (0.038 ml, 0.3 mmol) was added. After 1 h ether (30 ml) was added to the reaction mixture and the mixture was stirred at RT for 30 min. The hydrochloride was isolated as a colourless solid in a yield of 94% (87 mg) with an m.p. of 135-140° C. (Example 50).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017630B2
Source datasetuspto-grants-2011_09
ORD IDord-ee2050b344bf41049d9e8a142d7fba6e
Source noteuspto-grants-2011_09