HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 118390089, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| 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 118390074 | HCID 118390074 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118390089 | HCID 118390089 | 66.7% |
Reaction Steps
To a solution of 5-chloro-N2-(1,5-dimethyl-1H-pyrazol-4-yl)-N4-(octahydrocyclopenta[c]pyrrol-5-yl)pyrimidine-2,4-diamine (58.4 mg, 0.17 mmol) and 2-cyanoacetic acid (23.1 mg, 0.27 mmol) in mixture of DCM (8 mL) and DMF (2 mL) were added HATU (109.8 mg, 0.29 mmol) and Et3N (45.7 mg, 0.45 mmol). The reaction mixture was stirred at rt for 1 h, quenched with H2O (30 mL) and extracted with DCM (100 mL×3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/50) to give the title compound as a beige solid (46.5 mg, 66.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403801B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-c0df6a89401149a78c9a37cce956d614 |
| Source note | uspto-grants-2016_08 |