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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471250Generated: October 25, 2026

Trifluoroacetic acid → Benzo[d]thiazol-2-yl(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

https://huagongshe.com/reaction/471250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 4-(benzo[d]thiazole-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylateHCID 57989296—
SolventDichloromethaneHCID 6344—
ProductBenzo[d]thiazol-2-yl(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanoneHCID 57989377—

Reaction Steps

Trifluoroacetic acid (5 mL) was added to a solution of tert-butyl 4-(benzo[d]thiazole-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (example 106, step a) (0.83 g) in DCM (15 mL) and the resulting mixture was stirred for 25 minutes. The solvent was evaporated in vacuo. The residue was dissolved in DCM:methanol (1:1) (5 mL) and applied to a SCX cartridge pre-wetted with DCM:methanol (1:1). The cartridge was washed with methanol (60 mL) and eluted with 2M ammonia in methanol solution (40 mL). The eluent was evaporated in vacuo to give the subtitled compound as a colourless oil. Yield 0.57 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629271B2
Source datasetuspto-grants-2014_01
ORD IDord-db7d5054f112422b98233a7d9d49fde9
Source noteuspto-grants-2014_01