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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967796Generated: October 31, 2026

Triethylamine → 3-(Adamantan-1-yloxymethyl)-1-o-tolyl-1H-pyrazole-4-carboxylic acid benzyl ester

https://huagongshe.com/reaction/967796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanto-Tolylhydrazinium(1+) chlorideHCID 71554—
Reactant2-[2-(Adamantan-1-yloxy)-acetyl]-3-dimethylamino-acrylic acid benzyl esterHCID 69798074—
SolventAcetonitrileHCID 6342—
Product3-(Adamantan-1-yloxymethyl)-1-o-tolyl-1H-pyrazole-4-carboxylic acid benzyl esterHCID 69798419—

Reaction Steps

NEt3 (0.2 mL, 1.43 mmol) was added to a mixture of 2-[2-(adamantan-1-yloxy)-acetyl]-3-dimethylamino-acrylic acid benzyl ester (0.539 g, 1.4 mmol), and o-tolylhydrazine hydrochloride (0.222 g, 1.4 mmol) in MeCN (8 mL) at 0° C. The mixture was allowed to warm to room temperature and stirred for 17 h. The precipitated solid was filtered off, washed with MeCN and dried to afford the product, (0.359 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06956053B2
Source datasetuspto-grants-2005_10
ORD IDord-795ea83b7fe1485f9d07855d326405d7
Source noteuspto-grants-2005_10