HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-{2-[3-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-1-yl]ethyl}-1H-isoindole-1,3(2H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phthalic acid, dipotassium salt | HCID 78125 | — |
| Reactant | 1-(2-chloroethyl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine | HCID 22028179 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-{2-[3-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-1-yl]ethyl}-1H-isoindole-1,3(2H)-dione | HCID 22028176 | — |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
A solution of 1-(2-chloroethyl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (3.84 g, 12.0 mmol) in DMF is treated with potassium phthalate (2.78 g, 15.0 mmol, heated at 115° C. for 16 h, cooled to room temperature, diluted with water and extracted with ethyl acetate. The combined extracts are washed with brine, dried over MgSO4 and concentrated in vacuo. The resultant residue is crystallized from CH2Cl2/hexane to afford the title compound as a white solid, 4.54 g, characterized by HNMR analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074792B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-437b7c64f26c4bc3adeafe32628d8bd2 |
| Source note | uspto-grants-2006_07 |