HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(2-Methanesulfonyloxy-ethyl)-2-methyl-1H-indole-3-carboxylic Acid Benzyl Ester → HCID 22311862, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(2-Methanesulfonyloxy-ethyl)-2-methyl-1H-indole-3-carboxylic Acid Benzyl Ester | HCID 23393852 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22311862 | HCID 22311862 | 48% |
Reaction Steps
To a solution of 5-(2-methanesulfonyloxy-ethyl)-2-methyl-1H-indole-3-carboxylic acid benzyl ester (1.22 g, 3.15 mmol, Example 56, Step D) in dry THF (10 mL) was added 20% palladium on carbon (1 g). The mixture was stirred under hydrogen atmosphere at room temperature overnight. The TLC showed the reaction was complete. The mixture was filtered and the filtrate was concentrated in vacuo to give a residue, which was purified by chromatography (50%-100% ethyl acetate in hexanes) to give 450 mg (48%) of the desired product as a white solid: mp 157-158° C.; MS(APCI−): m/z 296.0 (M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06951848B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-4dd4ad530441406cb66e534386475dc1 |
| Source note | uspto-grants-2005_10 |