HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(3-(4-(2-methoxyethyl)piperazin-1-yl)propyl)-2-phenyl-N-(2-(thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-(2-Methoxyethyl)piperazine | HCID 2734638 | — |
| Reactant | 5-(3-chloropropyl)-2-phenyl-N-(2-(thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide | HCID 58551895 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 5-(3-(4-(2-methoxyethyl)piperazin-1-yl)propyl)-2-phenyl-N-(2-(thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide | HCID 46245130 | 96% |
Reaction Steps
A solution of 5-(3-chloropropyl)-2-phenyl-N-(2-(thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide (316 mg, 0.67 mmol) and 1-(2-methoxyethyl)-piperazine (964 mg, 6.7 mmol) in DMSO (12 mL) was heated at 70° C. for 16 h. The reaction mixture was cooled to room temperature and poured into H2O. The resulting solid was collected by filtration and rinsed with H2O. The crude product was purified by MPLC eluting with DCM/MeOH+1% TEA(0-10% gradient) to give the title compound (374 mg, 96% yield). MS Calcd for C32H34N6O2S2: 598.22. Found (M+H)+ m/z=599.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343997B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-e994903cfa1e400b8a27e758bdc2e166 |
| Source note | uspto-grants-2013_01 |