HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 56849290, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| 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 56849102 | HCID 56849102 | — |
| Reactant | HCID 86700926 | HCID 86700926 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 56849290 | HCID 56849290 | 79.8% |
Reaction Steps
In a dried reaction flask, the crude 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxylic acid (Compound 1) (0.4 g, about 0.9 mmol), the crude 2-(methylsulfonyl)ethylamine trifluoroacetate (1.258 g, about 4.06 mmol), DIEA (0.86 mL, 4.97 mmol), HATU (1.742 g, 4.581 mmol) and triethylamine (1.08 mL, 7.743 mmol) were added a mixed solvent of DMF (4.5 mL) and dichloromethane (4.5 mL). The mixture was stirred at room temperature for 24 hr, and was concentrated at reduced pressure. Water was added to the residue and the mixture was filtered to produce a crude yellow solid, which was then washed with methanol to produce a purified product (0.378 g) in 79.8% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946279B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-cf7a45ab483c4ed2808833b0b633097d |
| Source note | uspto-grants-2015_02 |