HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86681734, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 86681733 | HCID 86681733 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86681734 | HCID 86681734 | 62.4% |
Reaction Steps
To a solution of methyl 2-(4-(N-(2-morpholinoethyl)methylsulfonamido)-1H-indol-1-yl)acetate (1.08 g, 2.73 mmol) in a 1/1 mixture of THF and water (30 ml), lithium hydroxide (0.654 g, 27.3 mmol) was added, and the mixture reacted for 1 hour at room temperature. The mixture was acidified with aqueous 12 N HCl (pH=5) and the desired compound was extracted with EtOAc (3×50 ml). The organic phase was dried over sodium sulfate and the solvent was removed; the residue was purified by flash chromatography (DCM/MeOH 9/1) recovering 2-(4-(N-(2-morpholinoethyl)-methylsulfonamido)-1H-indol-1-yl)acetic acid (650 mg, 1.704 mmol 62.4% yield, MS/ESI+ 381.9 [MH]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09024027B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-cfdcffdcc7a642d0b023edf3fc7be657 |
| Source note | uspto-grants-2015_05 |