HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridin-5-yl)pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 4-pentenoate | HCID 74786 | — |
| Reactant | 9-Borabicyclo(3.3.1)nonane | HCID 78966 | — |
| Reactant | 2-(4-fluorophenyl)-5-iodo-N-methyl-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridine-3-carboxamide | HCID 54575087 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ethyl 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridin-5-yl)pentanoate | HCID 58052319 | — |
Reaction Steps
A solution of 5.1 mg ethyl pent-4-enoate and 79 μl 9-BBN (2 M solution in THF) is stirred at rt for 1 h. 10 μl of water is added and stirred at rt for 10 min. 30 μl of 2 M K2CO3 solution is added and stirred at rt for 30 min. 10 mg of 2-(4-fluorophenyl)-5-iodo-N-methyl-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridine-3-carboxamide and 1.1 mg of Pd(PPh3)4 are added, bubbled with N2, and microwaved at 120 C for 20 min. The crude reaction mixture is purified with preparative HPLC to afford the title compound (M+H)+=506.3; Retention time=1.28 min, Method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324239B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-c102934d2736459c818ae67176197152 |
| Source note | uspto-grants-2012_12 |