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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577736Generated: October 26, 2026

Benzyl Alcohol → benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate

https://huagongshe.com/reaction/577736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazole-5-carboxylic acidHCID 86679668—
SolventTolueneHCID 1140—
Productbenzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamateHCID 8667966929%

Reaction Steps

To a stirred solution of 3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazole-5-carboxylic acid (3.3 g, 15.5 mmol) and triethylamine (2.35 g, 23.2 mmol) in dry toluene (50 mL) was added DPPA (4.69 g, 17 mmol) under N2 and the mixture was refluxed for 1 hr. After the addition of benzyl alcohol (3.35 g, 31 mmol), the mixture was refluxed overnight. The mixture was concentrated in vacuo to give crude product, which was purified by column chromatography (silica gel, CH2Cl2/MeOH 30:1) to give the title compound (1.42 g, 29% yield) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040547B2
Source datasetuspto-grants-2015_05
ORD IDord-0961618d403b4cdb9490b64d59174ec1
Source noteuspto-grants-2015_05