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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549244Generated: October 29, 2026

Triethylamine → 1-(2-Methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile

https://huagongshe.com/reaction/549244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant1-(2-methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamideHCID 67158103—
Product1-(2-Methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrileHCID 6715748999.8%

Reaction Steps

The method described in Part F of Example 3 was used to treat 1-(2-methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamide (3.41 g, 12.7 mmol) with trifluoroacetic anhydride (1.98 mL, 14.0 mmol) in the presence of triethylamine (3.86 g, 38.1 mmol) with the following modifications. Extractions were carried out four times with chloroform, and the automated flash chromatography column was eluted with ethyl acetate. 1-(2-Methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile (3.16 g) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943636B2
Source datasetuspto-grants-2011_05
ORD IDord-0373cf3ec72b421687e5dd6069b056e8
Source noteuspto-grants-2011_05