HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-[4-(4-Chloro-phthalazin-1-yl)-piperazin-1-yl]-nicotinic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 1,4-Dichlorophthalazine | HCID 78490 | — |
| Reactant | Ethyl 6-(piperazin-1-yl)nicotinate | HCID 14987933 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-[4-(4-Chloro-phthalazin-1-yl)-piperazin-1-yl]-nicotinic acid ethyl ester | HCID 57471616 | 49% |
Reaction Steps
Combine 6-piperazin-1-yl-nicotinic acid ethyl ester (1.30 g, 5.40 mmol), 1,4-dichlorophthalazine (932 mg, 4.59 mmol), triethylamine (1.78 mL, 13.50 mmol), and NMP (8 mL) and heat to 85° C. for 6 h. Cool to room temperature, dilute with H2O (50 mL) and extract organics with EtOAc (3×50 mL). Combined organic layers are dried over MgSO4 and concentrated. Resulting solid is triturated with EtOAc to give the title compound as a fine tan powder (895 mg, 49% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536168B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-1f3c4c1675544c09b427902408c8625c |
| Source note | uspto-grants-2013_09 |