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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922189Generated: November 1, 2026

Hydrochloric Acid → HCID 59536633, compound

https://huagongshe.com/reaction/1922189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 59536659HCID 59536659—
SolventDichloromethaneHCID 6344—
ProductHCID 59536633HCID 5953663397.1%

Reaction Steps

Add HCl (4M in 1,4-dioxane, 52.7 mL, 627 mmol) to a solution of (3S)-3-[1-(6-chloro-2-methyl-3-pyridyloxy)-2-cyclopropyl-ethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (S-1) (13.4 g, 35.2 mmol) in dichloromethane (40.2 mL). Stir under nitrogen at room temperature for 1 h. Evaporate the solvent and dissolve the residue in a mixture of t-butylmethylether (40 mL) and water (40 mL). Separate the phases, wash the aqueous phase with t-butylmethylether (2×). Adjust the pH of the aqueous phase to 9 by the addition of 10% aqueous K2CO3, extract with t-butylmethylether (3×). Wash the combined organic phases with water and brine. Evaporate the volatiles to obtain (3S)-3-[1-(6-chloro-2-methyl-3-pyridyloxy)-2-cyclopropyl-ethyl]-pyrrolidine (S-1) (9.6 g, 97%). MS (m/z)=281.2 [M+1]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173821B2
Source datasetuspto-grants-2012_05
ORD IDord-59311ebc8fb54cd1a56e5c223fb52cb5
Source noteuspto-grants-2012_05