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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446436Generated: October 29, 2026

Trifluoroacetic acid → (2-Ethylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate

https://huagongshe.com/reaction/446436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 4-(2-ethylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylateHCID 58168458—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product(2-Ethylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetateHCID 66964094—

Reaction Steps

Trifluoroacetic acid (20 mL) was added to a solution of tert-butyl 4-(2-ethylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate [Example 26, step a] (24 g) in dichloromethane (100 mL) and the mixture stirred at ambient temperature for 18 hours. The reaction mixture was diluted with toluene (50 mL) and concentrated in vacuo. The residue was dissolved in dichloromethane (50 mL), TFA (50 mL) was added and the mixture was stirred for 4 hours. The mixture was diluted with toluene (50 mL), concentrated in vacuo, the residue triturated with ether and the precipitated solid collected by filtration and dried to afford the subtitled compound as a white solid. Yield 28 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476265B2
Source datasetuspto-grants-2013_07
ORD IDord-549c6826e3534c21946ae1c79e0d672c
Source noteuspto-grants-2013_07