Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (1,1'-Bi(cyclopropan))-1-amine hydrochloride | HCID 53433499 | — |
| Reactant | HCID 178487785 | HCID 178487785 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178492663 | HCID 178492663 | 56% |
Reaction Steps
To a solution of 120 mg (0.24 mmol) of the above 3-bromo-5-chloro-7-[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazol-3-yl]-1H-8-oxa-1,2,6-triaza-cyclopenta[a]naphthalen-9-one in 2.4 mL of N,N-dimethylformamide is added 95 mg (0.71 mmol) of bicyclopropyl-1-ylamine hydrochloride and 99 μL (0.71 mmol) of triethylamine. The reaction is stirred at 50° C. for 24 hours and then concentrated in vacuo. The residue is taken-up with acetone and after filtration the filtrate is evaporated. Purification of the residue by flash chromatography (SiO2, hexanes/ethyl acetate 1:1) affords 80 mg (56%) of a solid; LC/MS:606/608 (M+H)+, m.p.: 190-194° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08658801B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-1340ccd1e70944cba8e10f221a65886f |
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| Source note | uspto-grants-2014_02 |
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