HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → HCID 45378149, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| 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 | HCID 45377841 | HCID 45377841 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 45378149 | HCID 45378149 | 20% |
Reaction Steps
To a mixture of 5-{2-[(Pyridin-4-ylmethyl)-carbamoyl]-pyridin-4-yl}-1H-indole-2-carboxylic acid (40 mg, 0.1 mmol) in N,N dimethylformamide (1 ml) is added HATU (49 mg, 0.13 mmol) followed by N,N-diisopropylethylamine (0.025 ml. 0.12 mmol). The reaction is stirred for ½ hour. The ethylamine (64 uL, 0.13 mmol) is added and the reaction mixture stirred for 24 hours. The reaction mixture is diluted with ethyl acetate and is washed 3× with water, 1× with sodium carbonate and 1× with brine. The organic layer dried over Na2SO4, filtered, and is evaporated in vacuo. The crude product is purified by reverse phase HPLC to give the title compound 8 mg, 19%, LC/MS ESI m/z (M+H)+=400.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785489B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-f379f5f12d194549afa4f4b1c236ae23 |
| Source note | uspto-grants-2014_07 |