Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Fluoroaniline | HCID 9584 | — |
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | HCID 68543915 | HCID 68543915 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 76390342 | HCID 76390342 | — |
Reaction Steps
62 mg (0.20 mmol) of the product of step 2 of Example 45 is dissolved in 3 ml of dichloromethane and 0.14 ml (10 eq.) of triethylamine is added and 0.042 ml trichloromethyl chloroformate in 2 ml of dichloromethane. After 30 minutes at room temperature 0.14 ml of triethylamine (10 eq.) and 0.040 ml (2 eq.) of 2-fluoroaniline are added. After stirring for 22 hours at room temperature the reaction mixture is separated between 100 ml dichloro-methane and saturated sodium hydrogen carbonate solution. The organic layer is dried with Na2SO4 and evaporated. The crude product is purified by chromatography on silica gel eluting with ethyl acetate/cyclohexane 3:1 to give 6aR,9R)-9-(Pyrrolidine-1-carbonyl)-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-7-carboxylic acid (3-fluoro-phenyl)-amide. MS/ES: 445 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666877B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-9dabd75a1c934730bf34ae6e7e3b039c |
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| Source note | uspto-grants-2010_02 |
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