HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → methyl (7R)-7-[(2-{3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidin-1-yl}ethyl)(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | methyl(7R)-14-cyclohexyl-7-(methylamino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate | HCID 66674181 | — |
| Reactant | Tert-butyl[1-(2-chloroethyl)pyrrolidin-3-yl]methylcarbamate | HCID 131729078 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | methyl (7R)-7-[(2-{3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidin-1-yl}ethyl)(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate | HCID 67343719 | 64% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A solution of methyl (7R)-14-cyclohexyl-7-(methylamino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (1 eq) in MeCN was treated with tert-butyl[1-(2-chloroethyl)pyrrolidin-3-yl]methylcarbamate (2.4 eq) and NEt3 (2 eq) and heated at 140° C. in a microwave oven. The solvent was removed in vacuo and the residue purified by FC (Biotage; DCM/MeOH) to get the title compound as a white powder (64%). (ES+) m/z 645 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989438B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-62c4892ede2b462c8f373118502f95a6 |
| Source note | uspto-grants-2011_08 |