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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73036Generated: October 28, 2026

Ammonium formate → [10-(2-Hydroxyethyl)-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl]-(4-isopropoxy-3-methyl-phenyl)methanone hydrochloride salt

https://huagongshe.com/reaction/73036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant[8-Benzyl-10-(2-hydroxyethyl)-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl]-(4-isopropoxy-3-methyl-phenyl)methanone hydrochloride saltHCID 70872735—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product[10-(2-Hydroxyethyl)-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl]-(4-isopropoxy-3-methyl-phenyl)methanone hydrochloride saltHCID 7087271962%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of [8-benzyl-10-(2-hydroxyethyl)-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl]-(4-isopropoxy-3-methyl-phenyl)methanone hydrochloride salt (40 mg, 0.08 mmol) in methanol (750 μL) was added Pd (4 mg, 0.004 mmol) and ammonium formate (25 mg, 0.39 mmol), and the reaction mixture was heated at 75° C. for 1 hour. The reaction mixture was microfiltered and purified by prep LCMS (1-99% ACN/Water, 5 mM HCl modifier) to give [10-(2-hydroxyethyl)-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl]-(4-isopropoxy-3-methyl-phenyl)methanone hydrochloride salt (20 mg, 62%). ESI-MS m/z calc. 376.2. Found 377.3 (M+1)+; Retention time: 1.01 minutes (3 min run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828996B2
Source datasetuspto-grants-2014_09
ORD IDord-c4823322e0294ff6afe5fe0a86abe42a
Source noteuspto-grants-2014_09