HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 121386246, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 121386217 | HCID 121386217 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 121386246 | HCID 121386246 | 60.2% |
Reaction Steps
To a stirred solution of 6-iodo-3-methylimidazo[1,2-a]pyridine-2-carboxylic acid (1.0 g) in DMF (15 ml) were added HATU (1.88 g) and triethylamine (1.38 ml) at 0° C. The mixture was allowed to warm to room temperature for 30 min, and then NH4Cl (725 mg) was added thereto. The resultant mixture was stirred at the same temperature for 18 h. The mixture was then concentrated in vacuo and diluted with DCM (100 ml). The DCM layer was successively washed with saturated aqueous NH4Cl solution, saturated aqueous NaHCO3 solution, water and brine. The DCM layer was then dried over Na2SO4 and concentrated in vacuo to give the title compound (600 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-f96aad285d154e37b150388f6cd4642e |
| Source note | uspto-grants-2016_06 |