HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methyl-5-nitropicolinonitrile → 5-Amino-3-methylpyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methyl-5-nitropicolinonitrile | HCID 12404040 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Amino-3-methylpyridine-2-carbonitrile | HCID 21864566 | 92.8% |
Reaction Steps
A mixture of 3-methyl-5-nitropicolinonitrile (2.9 g, 17.8 mmol) and Pd/C (cat.) in MeOH (60 mL) was hydrogenated overnight with a balloon of hydrogen. Pd/C was removed through a pad of celite and the filtrate was evaporated to dryness to afford 2.2 g of 5-amino-3-methylpicolinonitrile as a greenish solid. 1H NMR (300 MHz, DMSO-d6) δ 7.83 (s, 1H), 6.79 (s, 1H), 6.32 (s, 2H), 2.29 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108944B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-2a048f3e4e0b4249b5dbec1cf6a35d3e |
| Source note | uspto-grants-2015_08 |