HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 67342802, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo(2,3-b)pyridine | HCID 58394774 | — |
| Reactant | HCID 67324738 | HCID 67324738 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 67342802 | HCID 67342802 | 71% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 1-benzenesulfonyl-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (137.2 mg, 0.4062 mmol), 6-amino-1-(2,4-dimethoxy-benzyl)-octahydro-indol-2-one (107.8 mg, 0.3542 mmol), and diisopropylethylamine (0.10 mL, 0.57 mmol) in propan-2-ol (1.5 ml) was heated in a microwave reactor at 120° C. for 20 minutes. The solvent was evaporated in vacuo and then purified by column chromatography on silica gel (gradient: 0 to 100% ethyl acetate in dichloromethane) affording 152.3 mg (71%) of 6-(1-benzenesulfonyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-ylamino)-1-(2,4-dimethoxy-benzyl)-octahydro-indol-2-one. LCMS (Method E, ESI): RT=1.81 min, m+H=606.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461328B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-646a8df44da240c1a0df83acbd885c54 |
| Source note | uspto-grants-2013_06 |