HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-Methyl-3-[3-(2-phenyl-pyridin-4-yl)-imidazo[1,2-b]pyridazin-7-yl]-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 3-[3-(2-Chloro-pyridin-4-yl)-imidazo[1,2-b]pyridazin-7-yl]-N-methyl-benzamide | HCID 44473460 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | N-Methyl-3-[3-(2-phenyl-pyridin-4-yl)-imidazo[1,2-b]pyridazin-7-yl]-benzamide | HCID 25176057 | — |
Reaction Steps
3-[3-(2-Chloro-pyridin-4-yl)-imidazo[1,2-b]pyridazin-7-yl]-N-methyl-benzamide (1 eq, 0.110 mmol, 40 mg) and phenyl boronic acid (1.2 eq, 0.132 mmol, 16.1 mg) are dissolved in DME (1.5 ml) and water (0.5 ml) and Na2CO3 (2 eq, 0.22 mmol, 27.3 mg) is added. PdCl2(PPh3)2 (0.1 eq, 0.011 mmol, 7.7 mg) is then added and the reaction mixture is heated using microwave radiation at 120° C. for 10 min. At the completion of this time the solvent is removed in vacuo and the reaction mixture is purified by flash column chromatography eluting with 9:1 DCM/MeOH to yield N-Methyl-3-[3-(2-phenyl-pyridin-4-yl)-imidazo[1,2-b]pyridazin-7-yl]-benzamide as a yellow solid; [M+H]+=406
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143253B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-af7f8aa789f7427eb5f49890e6dccb30 |
| Source note | uspto-grants-2012_03 |