HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminoquinoline → HCID 29330391, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminoquinoline | HCID 11375 | — |
| Reactant | 6-Chloronicotinic acid | HCID 79222 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 29330391 | HCID 29330391 | — |
Reaction Steps
A solution of 6-chloro-nicotinic acid (2.95 g, 18.7 mmol), O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium hexafluorophospate (HBTU) (7.09 g, 18.7 mmol), quinolin-3-ylamine (2.7 g, 18.7 mmol), and N,N-diisopropylethylamine (8.2 mL, 46.7 mmol) in acetonitrile was heated at reflux. The resultant mixture was cooled, and the crystalline product was collected by filtration, to give a colorless solid, 3.1 g (58%). MS: m/z 284 (MH+). 1H NMR (DMSO-d6): 7.61 (t, 1 H), 7.70 (d of t, 1 H), 7.77, (d, 1 H), 8.00 (d, 2 H), 8.43 (d of d, 1 H), 8.85 (d, 1 H), 9.05 (d, 1 H), 9.14 (d, 1 H) and 10.95 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394828B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-6cb7022d26ac46608bf89224c76d8e60 |
| Source note | uspto-grants-2013_03 |