Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 24947114 | HCID 24947114 | — |
| Reactant | HCID 59322267 | HCID 59322267 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178426370 | HCID 178426370 | 50% |
Reaction Steps
Ammonia (75 mL) was condensed in a reaction flask equipped with a mechanical stirrer and cooled on an acetone dry-ice bath. A mixture of [9-benzyl-2-(3,5-dimethyl-pyrazol-1-yl)-9H-purin-6-yl]-(4-chloro-phenyl)-amine and [7-benzyl-2-(3,5-dimethyl-pyrazol-1-yl)-7H-purin-6-yl]-(4-chloro-phenyl)-amine (1.5 g, 3.49 mmol) was added. Under vigorous stirring small pieces of sodium (2 equiv) were added. When the addition was completed the reaction mixture turned dark blue. The mixture was stirred for 2 minutes followed by careful addition of ammonium chloride. The reaction mixture was allowed to warm to room temperature. Water and a small amount of concentrated hydrochloric acid were added. The resulting solid was collected by filtration, washed with water and ether and dried to give [2-(3,5-dimethyl-pyrazol-1-yl)-9H-purin-6-yl]-phenyl-amine (590 mg, 50%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09340544B2 |
|---|
| Source dataset | uspto-grants-2016_05 |
|---|
| ORD ID | ord-1617658683c34e32be3b2e2adc6c232d |
|---|
| Source note | uspto-grants-2016_05 |
|---|