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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120634Generated: October 31, 2026

Trifluoroacetic acid → N-[(3-Chloro-5-Fluoro-1-Methylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic Acid

https://huagongshe.com/reaction/2120634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-[(3-chloro-5-fluoro-1-methylindole-2-carbonyl) valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl esterHCID 86584006—
SolventDichloromethaneHCID 6344—
SolventAnisoleHCID 7519—
ProductN-[(3-Chloro-5-Fluoro-1-Methylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic AcidHCID 2294239482.3%

Reaction Steps

A solution of N-[(3-chloro-5-fluoro-1-methylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl ester (682 mg) in anisole (1 mL) and methylene chloride (10 mL) was treated with TFA (5 mL), and the resultant reaction mixture was stirred for 45 minutes under a nitrogen atmosphere at room temperature. The reaction mixture was concentrated and chased with methylene chloride, then triturated with ether to afford the title product as a white powder (500 mg). MS (EI) for C20H22ClF2N3O5: MH+=458/460; (M−H)−=456/458.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693096B2
Source datasetuspto-grants-2004_02
ORD IDord-cc27380cb51a4824b0e3245b782e7716
Source noteuspto-grants-2004_02