HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 59198475, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 7-Bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrile | HCID 59198465 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59198475 | HCID 59198475 | — |
Reaction Steps
A suspension of Pd(OAc)2 (0.26 equiv), Pd(Ph3P)4 (0.30 equiv), NaOAc (1.7 equiv) and 7-bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrile (Example 12, Step 9) in a 1:1 (v/v) mixture of DMF and MeOH (1 M) was stirred at 110° C. under 160 psig of carbon monoxide in a sealed bomb for 18 h. The reaction media was poured in EtOAc and diluted with H2O. The phases were separated and the organic layer washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by flash chromatography using EtOAc and hexanes gradient to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518964B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-cadb630551fc4f44a491a35b98d75613 |
| Source note | uspto-grants-2013_08 |