HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 6-Bromo-N*2*-(2-chloro-pyridin-4-yl)-pyridine-2,3-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | (6-Bromo-3-nitro-pyridin-2-yl)-(2-chloro-pyridin-4-yl)-amine | HCID 86651872 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | 6-Bromo-N*2*-(2-chloro-pyridin-4-yl)-pyridine-2,3-diamine | HCID 131733126 | — |
Reaction Steps
(6-Bromo-3-nitro-pyridin-2-yl)-(2-chloro-pyridin-4-yl)amine (step 1) (1 eq, 0.303 mmol, 100 mg) is dissolved in MeOH/THF (6 ml of a 1:1 mixture) and stirred for 5 minutes at RT. Zinc (22 eq, 6.6 mmol 350 mg) is added and the reaction mixture is stirred for a further 20 minutes. Saturated aqueous ammonium chloride (0.8 ml) is added to the reaction mixture and stirring continued at room temperature for 30 minutes. The mixture is filtered through CELITE® and the filtrate is diluted with water (10 ml) and extracted with EtOAc (2×10 ml). The organic portions are combined, dried (MgSO4) and concentrated in vacuo to afford the title compound; [M+H]+300.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079897B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-13cdae7466e3433bb064e912c7d1ce79 |
| Source note | uspto-grants-2015_07 |