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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994441Generated: October 29, 2026

Trifluoroacetic acid → 6-Methoxy-10-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenoxazine-3-carboxylic acid

https://huagongshe.com/reaction/1994441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactant10-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenoxazine-3-carboxylic acid methyl esterHCID 59814676—
Reactant6-Methoxy-10-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenoxazine-3-carboxylic acid methyl esterHCID 59814697—
Solvent1,4-DioxaneHCID 31275—
Product6-Methoxy-10-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenoxazine-3-carboxylic acidHCID 59814705—

Reaction Steps

To a solution of the TFA salt of 6-methoxy-10-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenoxazine-3-carboxylic acid methyl ester, 2e (270 mg, 0.7 mmol) in dioxane (15 mL) was added sodium hydroxide (31 mg, 0.77 mmol) for 10-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenoxazine-3-carboxylic acid methyl ester, 2a, the title compound 6-methoxy-10-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenoxazine-3-carboxylic acid, 3e was obtained as a mixture of endo and exo isomers. MS m/z (MH+) 381.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652005B2
Source datasetuspto-grants-2010_01
ORD IDord-416ce21dfc3a4f50a0bb6fb80fc62fd1
Source noteuspto-grants-2010_01