HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → tert-butyl 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate | HCID 58317805 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-butyl 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylate | HCID 58317834 | 97.7% |
Reaction Steps
A solution of intermediate 25 (0.6 g, 1.5 mmol), methyl 2-bromoacetate (0.281 g, 1.83 mmol) and potassium carbonate (0.423 g, 3.06 mmol) in MeCN 50 mL was stirred at room temperature. After 12 h, the reaction mixture was concentrated under vacuum and the residue was partitioned between CH2Cl2 and water. The organic layer was dried and evaporated under vacuum to yield 0.7 g (96%) of tert-butyl 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylate 26: m/z=478 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357687B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-bfb00a8569d94b2d872d04b2b684df26 |
| Source note | uspto-grants-2013_01 |