HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 5-(3-chloropropyl)-2-phenyl-N-(2-(thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Thiazolo[5,4-b]pyridin-2-yl)aniline | HCID 58101468 | — |
| Reactant | 5-(3-Chloropropyl)-2-phenylthiazole-4-carbonyl chloride | HCID 58551900 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-(3-chloropropyl)-2-phenyl-N-(2-(thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide | HCID 58551895 | 26% |
Reaction Steps
A suspension of 5-(3-chloropropyl)-2-phenylthiazole-4-carbonyl chloride (906 mg, 3.2 mmol), DIPEA (1.1 mL, 6.4 mmol), and 2-(thiazolo[5,4-b]pyridin-2-yl)aniline b (585 mg, 2.6 mmol) in CH3CN (12 mL) was stirred for 16 h. The resulting ppt was collected by filtration, rinsed with CH3CN and dried. The crude product was purified by MPLC eluting with DCM/MeOH (0-5% gradient) to give 5-(3-chloropropyl)-2-phenyl-N-(2-(thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide (316 mg, 26% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343997B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-32607501eda943ea894e0c9cb84dcfc2 |
| Source note | uspto-grants-2013_01 |