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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713122Generated: November 4, 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/713122

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 numberUS09181273B2
Source datasetuspto-grants-2015_11
ORD IDord-20538bdc764945efba216cd6c40c52d8
Source noteuspto-grants-2015_11