Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577737Generated: October 25, 2026

benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate → 3-[2-(dimethylamino)ethoxy]-1-methyl-1H-pyrazol-5-amine

https://huagongshe.com/reaction/577737

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamateHCID 86679669—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-[2-(dimethylamino)ethoxy]-1-methyl-1H-pyrazol-5-amineHCID 8667967079.1%

Reaction Steps

A mixture of benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate (1.42 g, 4.46 mmol) and 10% Pd/C (0.2 g) in MeOH (40 mL) was hydrogenated with fully inflated H2 balloon at rt overnight. The mixture was filtered and the filtrate was concentrated in vacuo to give the title compound (0.65 g, 79% yield) as a pale solid. 1H NMR (400 MHz, CDCl3) δ ppm 5.04 (s, 1H), 4.19-4.16 (t, 2H), 3.51 (s, 3H), 3.45 (bs, 2H), 2.67-2.64 (t, 2H), 2.32 (s, 6H). m/z for C8H16N4O 185.14 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040547B2
Source datasetuspto-grants-2015_05
ORD IDord-e6062623629c4ccbb420a70d63da79f3
Source noteuspto-grants-2015_05