HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86690312, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 7-bromoheptanoate | HCID 122490 | — |
| Reactant | HCID 86690311 | HCID 86690311 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86690312 | HCID 86690312 | — |
Reaction Steps
6-Cyclopropyl-2,3-di-p-p-tolyl-5H-pyrrolo[2,3-b]pyrazine (step 5) (189 mg, 0.557 mmol) in anhydrous DMF (3 ml) degassed with N2 was treated with NaH (60% in mineral oil) (24.50 mg, 0.612 mmol). After stirring at RT for 30 minutes, ethyl 7-bromoheptanoate (0.119 ml, 0.612 mmol) was added and stirring continued for 2 hours. The mixture was diluted with water (50 ml) and the pH was adjusted to pH 1 using 2M HCl. The resulting mixture was extracted with DCM (×3) and the combined organic extracts were concentrated under reduced pressure. Purification of the crude product by chromatography on silica eluting with 0-10% EtOAc in iso-hexane afforded the titled compound as a yellow oil;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073932B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-3670b68934b14499acb39860d4d8fe36 |
| Source note | uspto-grants-2015_07 |