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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689273Generated: October 31, 2026

1-Chloroethyl chloroformate → (5-Methylthiophen-2-yl)(5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)methanone hydrochloride

https://huagongshe.com/reaction/1689273

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant(2-Benzhydryl-5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)(5-methylthiophen-2-yl)methanoneHCID 57989184—
SolventAcetonitrileHCID 6342—
Product(5-Methylthiophen-2-yl)(5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)methanone hydrochlorideHCID 67292541—

Reaction Steps

1-Chloroethyl chloroformate (0.508 mL) was added dropwise to a solution of (2-benzhydryl-5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)(5-methylthiophen-2-yl)methanone (example 33, step g) (1.5 g) in acetonitrile (30 mL) at 0° C. The mixture was then heated at reflux for 1 hour under nitrogen. The solvent was removed under reduced pressure and the residue dissolved in methanol (50 mL). This solution was heated at reflux under nitrogen for 30 minutes. The solvent was removed under reduced pressure and the residue triturated with ethyl acetate (40 mL) and then with acetonitrile (7 mL) to yield the subtitled compound. Yield 0.29 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148373B2
Source datasetuspto-grants-2012_04
ORD IDord-5a20533020cd4b0990b76f78058ce952
Source noteuspto-grants-2012_04