HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → methyl 1-{2-[bis(tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl}-2-bromo-3-cyclohexyl-1H-indole-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl indole-6-carboxylate | HCID 639844 | — |
| Reactant | Methyl 2-(bis((tert-butoxy)carbonyl)amino)prop-2-enoate | HCID 10870342 | — |
| Reactant | Methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate | HCID 11175076 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | methyl 1-{2-[bis(tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl}-2-bromo-3-cyclohexyl-1H-indole-6-carboxylate | HCID 68699898 | — |
Reaction Steps
To a solution of methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (prepared as described in WO 2004087714 from commercially available methyl indole-6-carboxylate) in MeCN (0.08 M) were added 6 eq of K2CO3 and 1.2 eq of methyl 2-[bis(tert-butoxycarbonyl)amino]acrylate. The mixture was stirred at RT for 16 h before being filtered and concentrated in vacuo to afford the title compound as a viscous oil which solidified on standing (quantitative); MS (ES+) m/z 659 (M+Na)+, 661 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07662809B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-e5a216db40a641fda75a7e4ca23c9c98 |
| Source note | uspto-grants-2010_02 |