HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 90260024, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| 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 | 5-Nitro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid | HCID 40151972 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90260024 | HCID 90260024 | 77% |
Reaction Steps
5-nitro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (1.3 g, 6.5 mmoles), HATU (1.2 eq) and DIEA (5 eq) were dissolved in dry DMF under argon. After stirring at RT for 15 minutes, methylamine hydrochloride (3 eq) was added and the mixture was allowed to stir at RT overnight. The mixture was concentrated and washed by a saturated solution of sodium carbonate. The precipitate was filtered off, washed with water and diethyl ether to obtain a brownish solid (1.1 g, 5 mmoles). Yield=77%. ESI-MS: m/z 221 ([M+H]+). HPLC purity: 98%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403823B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-ff4251897eed41faa4b548199923eeca |
| Source note | uspto-grants-2016_08 |