Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 69062211 | HCID 69062211 | — |
| Reactant | HCID 178418306 | HCID 178418306 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86608945 | HCID 86608945 | — |
Reaction Steps
To a solution of 0.847 g (4R,9aR)-7-bromo-6-[(tert-butoxycarbonyl-cyclopropyl-amino)-methyl]-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 30 ml toluene was added at −78° C. 1.5 ml of a 1.5M solution of tert-butyllithium and the mixture was stirred at this temperature for 10 min. To the resulting mixture was added 2.00 ml dimethylformamide and the mixture was stirred at −78° C. for 1 h and at 0° C. for 30 min. The reaction was quenched by addition of 10% aqueous citric acid. The phases were separated and the organic phase was purified by chromatography on silica gel with heptane:ethyl acetate=1:1 to yield 0.200 g of the title compound as orange yellow solid. (MS: 487.3 (M+H+)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07547699B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-8cebece94cea43b7ba27a017fe68a9f2 |
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| Source note | uspto-grants-2009_06 |
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