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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951136Generated: November 4, 2026

1-(Cyclopropylmethyl)piperidine-4-carboxylic acid → [(3RS,4SR)-1-(1-cyclopropylmethyl-piperidine-4-carbonyl)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1951136

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Cyclopropylmethyl)piperidine-4-carboxylic acidHCID 16244015—
Reactant[(3RS,4SR)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl esterHCID 67025572—
Product[(3RS,4SR)-1-(1-cyclopropylmethyl-piperidine-4-carbonyl)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl esterHCID 67025690—

Reaction Steps

In analogy to the procedure described for the synthesis of example 87 (step c), the title compound [(3RS,4SR)-1-(1-cyclopropylmethyl-piperidine-4-carbonyl)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester was prepared from [(3RS,4SR)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester instead of N-[(3RS,4SR)-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-4-methoxy-N-methyl-3-trifluoromethyl-benzamide using 1-cyclopropylmethyl-piperidine-4-carboxylic acid instead of 1-(1-methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid and was obtained as a dark brown oil, which was directly used without further characterisation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404679B2
Source datasetuspto-grants-2013_03
ORD IDord-ef3d294dd9714866946356037e92daf2
Source noteuspto-grants-2013_03