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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868817Generated: November 2, 2026

Trifluoroacetic acid → N-((6-chloro-4-hydroxy-2-oxo-1'-(phenylmethyl)-spiro[naphthalene-1,4'-piperidin]-3-yl)carbonyl)glycine

https://huagongshe.com/reaction/1868817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,1-dimethylethyl N-((6-chloro-4-hydroxy-2-oxo-1'-(phenylmethyl)-4H-spiro[naphthalene-1,4'-piperidin]-3-yl)carbonyl)glycinateHCID 67099952—
ProductN-((6-chloro-4-hydroxy-2-oxo-1'-(phenylmethyl)-spiro[naphthalene-1,4'-piperidin]-3-yl)carbonyl)glycineHCID 5798352596%

Reaction Steps

A solution of 1,1-dimethylethyl N-((6-chloro-4-hydroxy-2-oxo-1′-(phenylmethyl)-4H-spiro[naphthalene-1,4′-piperidin]-3-yl)carbonyl)glycinate (117 mg, 229 μmol) in TFA (1701 μL, 22896 μmol) was stirred at 23° C. After 25 minutes, the reaction was concentrated and the product was precipitated by addition of water (20 mL). The solid was collected by filtration, and the residue was washed with water (10 mL) and diethyl ether (5 mL), and dried under vacuum, affording 100 mg (77%) of N-((6-chloro-4-hydroxy-2-oxo-1′-(phenylmethyl)-spiro[naphthalene-1,4′-piperidin]-3-yl)carbonyl)glycine as the trifluoroacetate salt. MS m/e=455.2 (M+H)+. Calculated for C26H24ClF3N2O7 454.13.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635715B2
Source datasetuspto-grants-2009_12
ORD IDord-d49f335a5b344d858fa90a319b39b1e7
Source noteuspto-grants-2009_12