HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 9809784, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | (1S)-1-phenylpropan-1-amine | HCID 6993773 | — |
| Reactant | HCID 23497684 | HCID 23497684 | — |
| Product | HCID 9809784 | HCID 9809784 | 16.5% |
Reaction Steps
Prepared as described in Example 2 from 2 g (3.7 mmol) of 3-[1,4′]bipiperidinyl-1′-ylmethyl-8-bromo-7-methoxy-2-phenyl-quinoline-4-carboxylic acid (compound of Description 29), 1.55 ml (11.1 mmol) of triethylamine (TEA) 1.82 g (4.8 mmol) of O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluroniumhexa-fluorophosphate (HBTU) and 0.75 g (5.5 mmol) of (S)-1-phenyl-propylamine The crude material was purified by flash column chromatography on 230-400 mesh silica gel, utilising a mixture of EtOAc/MeOH 95:5 containing 0.05% NH4OH (28%) affording 0.4 g of title compound. After trituration with iPr2O, 0.3 g of the title compound were recovered as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06780875B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-06c85204dc614186ae1572ead575ed43 |
| Source note | uspto-grants-2004_08 |