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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242778Generated: October 26, 2026

HOAt → n-{(1r)-1-[(4-Chlorophenyl)methyl]-2-oxo-2-[4-(2-pyridylmethyl)piperazinyl]ethyl}(tert-butoxy) carboxamide

https://huagongshe.com/reaction/1242778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHOAtHCID 181649—
Reactant1-[(Pyridin-2-yl)methyl]piperazineHCID 808714—
ReactantN-Boc-4-chloro-D-phenylalanineHCID 7018791—
ReactantN-(3-dimethylaminopropyl)-N'-ethylcarbodiimide methyliodideHCID 10236463—
SolventDimethylformamideHCID 6228—
Productn-{(1r)-1-[(4-Chlorophenyl)methyl]-2-oxo-2-[4-(2-pyridylmethyl)piperazinyl]ethyl}(tert-butoxy) carboxamideHCID 69073501—

Reaction Steps

N-{(1R)-1-[(4-Chlorophenyl)methyl]-2-oxo-2-[4-(2-pyridylmethyl)piperazinyl]ethyl}(tert-butoxy) carboxamide was prepared according to the procedure for Preparation XIX using (2-pyridylmethyl)piperazine (650 mg. 3.7 mmol) (Array), Boc-p-Cl-D-Phe-OH (1.1 g, 3.7 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide (2.2 g, 7.2 mmol), HOAT (560 mg, 4.10 mmol) and DMF (15 mL) (730 mg). MS (ESI, pos. ion) m/z: 459 (M+H), (ESI, neg. ion) m/z: 457 (M−H). Calc'd for C24H31ClN4O3: 458.98.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115607B2
Source datasetuspto-grants-2006_10
ORD IDord-15f19197aa654a2691e0dd13c2f4569b
Source noteuspto-grants-2006_10