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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651088Generated: October 31, 2026

Hydrochloric Acid → 5-Chloro-1H-indole-2-carboxylic acid [2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-amide

https://huagongshe.com/reaction/651088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPiperidin-4-olHCID 79341—
ReactantN-[(5-chloro-1H-indol-2-yl)carbonyl]glycineHCID 11436686—
Reactantdichloromethane N,N-dimethylformamideHCID 22350042—
SolventEthyl AcetateHCID 8857—
Product5-Chloro-1H-indole-2-carboxylic acid [2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-amideHCID 15521015—

Reaction Steps

4-Hydroxypiperidine (0.83 mmol) and [(5-chloro-1H-indole-2-carbonyl)-amino]-acetic acid (0.8 mmol) were coupled according to procedure A (dimethylformamide-dichloromethane reaction solvent) with the following workup: the reaction mixture was stirred with ethyl acetate and aqueous 2 N HCl, the resulting suspension filtered and the collected solid washed successively with aqueous 2 N HCl, aqueous 2 N NaOH, ether and dried: Yield 180 mg, 68%; TSPMS 336/338 (MH+, 100%);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06277877B1
Source datasetuspto-grants-2001_08
ORD IDord-c6474ee2177d4db09776de9db42e7ed9
Source noteuspto-grants-2001_08