HuagongsheHuagongshe Chemistry Print Report · For research reference only
benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate → 3-[2-(dimethylamino)ethoxy]-1-methyl-1H-pyrazol-5-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate | HCID 86679669 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-[2-(dimethylamino)ethoxy]-1-methyl-1H-pyrazol-5-amine | HCID 86679670 | 79.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040547B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-e6062623629c4ccbb420a70d63da79f3 |
| Source note | uspto-grants-2015_05 |