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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369539Generated: October 30, 2026

4-(3-Carboxy-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester → N-[2-methyl-5-(3-pyrrolidin-1-ylbenzamido)phenyl]-3-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzamide

https://huagongshe.com/reaction/1369539

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Carboxy-phenoxy)-piperidine-1-carboxylic acid tert-butyl esterHCID 22291066—
ReactantN-(3-amino-4-methylphenyl)-3-pyrrolidin-1-ylbenzamideHCID 22291087—
ProductN-[2-methyl-5-(3-pyrrolidin-1-ylbenzamido)phenyl]-3-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzamideHCID 2229111969%

Reaction Steps

Using an analogous procedure to that described in the first paragraph of Example 25, 3-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzoic acid was reacted with N-(3-amino-4-methylphenyl)-3-pyrrolidin-1-ylbenzamide to give N-[2-methyl-5-(3-pyrrolidin-1-ylbenzamido)phenyl]-3-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzamide in 69% yield; NMR Spectrum: (DMSOd6) 1.39 (s, 9H), 1.56 (m, 2H), 1.87 (m, 2H), 3.2 (m, 2H), 3.64 (m, 2H), 4.62 (m, 1H), 6.69 (d, 1H), 7.02 (s, 1H), 7.2 (m, 4H), 7.42 (t, 1H), 7.56 (m, 3H), 7.79 (s, 1H), 9.83 (s, 1H), 10.05 (s, 1H); Mass Spectrum: M+H+ 599.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06579872B1
Source datasetuspto-grants-2003_06
ORD IDord-089c94b693804ab292122b7a2dca5e00
Source noteuspto-grants-2003_06