HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 117859551, 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 | HCID 90232292 | HCID 90232292 | — |
| Reactant | HCID 117859510 | HCID 117859510 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 117859551 | HCID 117859551 | 26.7% |
Reaction Steps
A mixture of 57 mg 7-[(2,6-difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid (0.171 mmol) from Example 4A, 72 mg of HATU (0.188 mmol) and 0.179 ml (1.025 mmol) of N,N-diisopropylethylamine in 1.1 ml of DMF was stirred at RT for 20 min. Subsequently, 42 mg (0.205 mmol) of 2-(trifluoromethyl)piperidine-4-amine hydrochloride (Example 36A) were added and the mixture was stirred at RT overnight. The reaction mixture was admixed with water and acetonitrile and purified by means of preparative HPLC (RP18 column, eluent:acetonitrile/water gradient with addition of 0.05% formic acid). 22 mg of the target compound were obtained (27% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422285B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-eb95fac030bd41e3b65d141b388ee37e |
| Source note | uspto-grants-2016_08 |