HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 44540691, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | 3-Methoxypyridine-2-carboxylic acid | HCID 13209540 | — |
| Reactant | 6-(1H-indol-4-yl)-1H-indazol-4-amine | HCID 58268019 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 44540691 | HCID 44540691 | 32% |
Reaction Steps
3-(Methyloxy)-2-pyridinecarboxylic acid (available from Milestone Pharm Tech, 123 mg, 0.81 mmol), O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (306 mg, 0.81 mmol) and DIPEA (0.422 ml) were stirred in DMF (2 ml) for 30 mins under nitrogen. Then 6-(1H-indol-4-yl)-1H-indazol-4-amine (100 mg, 0.40 mmol) was added and the reaction was stirred overnight. The reaction was loaded onto an aminopropyl column and left for 3 h, before eluting with 10% MeOH in DCM. Appropriate fractions were combined and evaporated under vacuum. The residue was purified by Mass Directed Automated Preparative HPLC (Method B). The solvent was dried under a stream of nitrogen to give the title compound (49 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765743B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-55c1444ccb034b768ecae97f8149f0cf |
| Source note | uspto-grants-2014_07 |