HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 86681728, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) | HCID 77210 | — |
| Reactant | HCID 86681621 | HCID 86681621 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86681728 | HCID 86681728 | 59.5% |
Reaction Steps
To a solution of methyl 2-(5-(methylsulfonamido)-1H-indol-1-yl)acetate (1.8 g, 6.38 mmol) (prepared in an analogous manner as described in, Example 14, Scheme 14, Steps 1, 2, 3) in CH3CN (30 ml), K2CO3 (1.762 g, 12.75 mmol) and 4-(2-chloroethyl)morpholine hydrochloride (1.186 g, 6.38 mmol) were added, and the mixture heated to reflux for 3 hours. The solvent was removed and the residue was purified by flash chromatography on silica gel (DCM/MeOH 99:1 to 97:3) recovering methyl 2-(5-(N-(2-morpholinoethyl)methylsulfonamido)-1H-indol-1-yl)acetate (1.5 g, 3.79 mmol, 59.5% yield, UPLC-MS purity: 96%, MS/ESI+ 396.2 [MH]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09024027B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-85784e100b004f0881624a5cb5858f2d |
| Source note | uspto-grants-2015_05 |