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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587380Generated: October 26, 2026

1-CYCLOPROPylpiPERIDINE-4-CARBOXYLIC ACID → [(3S,4R)-4-(4-chloro-phenyl)-1-(1-cyclopropyl-piperidine-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester

https://huagongshe.com/reaction/587380

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-CYCLOPROPylpiPERIDINE-4-CARBOXYLIC ACIDHCID 16244013—
Reactant[(3S,4R)-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl esterHCID 67233751—
Product[(3S,4R)-4-(4-chloro-phenyl)-1-(1-cyclopropyl-piperidine-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl esterHCID 58303123—

Reaction Steps

In analogy to the procedure described for the synthesis of example 44 (step c), the title compound [(3S,4R)-4-(4-chloro-phenyl)-1-(1-cyclopropyl-piperidine-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester was prepared from [(3S,4R)-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester instead of [(3S,4R)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester using 1-cyclopropyl-piperidine-4-carboxylic acid instead of 1-methylcyclopropane-1-carboxylic acid and was obtained as a white foam. MS m/e: 500.3 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226916B2
Source datasetuspto-grants-2016_01
ORD IDord-58d133c29f2645b58bba991e0bb275a8
Source noteuspto-grants-2016_01