HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 3-(1-cyanocyclopropyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)phenyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3-(1-Cyanocyclopropyl)benzoic acid | HCID 57441039 | — |
| Reactant | N-{6-[(3-aminophenyl)sulfanyl]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide | HCID 57505470 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 3-(1-cyanocyclopropyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)phenyl]benzamide | HCID 57505772 | 80.1% |
Reaction Steps
Using N-{6-[(3-aminophenyl)sulfanyl]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide (130 mg, 0.399 mmol), 3-(1-cyanocyclopropyl)benzoic acid (89 mg, 0.479 mmol), oxalyl chloride (70 μL, 0.799 mmol), N,N-dimethylformamide (1 drop), tetrahydrofuran (3 mL) and N,N-dimethylacetamide (3 mL) as starting materials and in the same manner as in Example 412, the title compound (158 mg, 80%) was obtained as a pale-brown powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08034812B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-da00af86aaf44419963a43a8076839bb |
| Source note | uspto-grants-2011_10 |