HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 68275987, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 68275986 | HCID 68275986 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68275987 | HCID 68275987 | 74.7% |
Reaction Steps
5-(diisopentylcarbamoyl)pyrazolo[1,5-a]pyridine-2-carboxylic acid (0.29 g, 0.840 mmol), EDC (0.274 g, 1.427 mmol) and HOBT (0.219 g, 1.427 mmol) were combined in DMF (2.0 ml). Added triethylamine (0.351 ml, 2.52 mmol) and morpholine (0.073 ml, 0.840 mmol) and stirred at 22° C. for 12 h. The mixture was diluted with ethyl acetate (25 ml) and washed with water, saturated sodium bicarbonate solution and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography: ISCO Gold 24 g using 0% to 100% ethyl acetate in hexanes over 11 min. Pooled and concentrated desired fractions to afford, 0.26 g (74%) of the title compound as a clear oil. LCMS m/z 415.3 (M+H)+. ret. time=2.27 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018395B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-61c0785adb1b4069b260c32c5bc011df |
| Source note | uspto-grants-2015_04 |