Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trimethylphosphine | HCID 68983 | — |
| Reactant | HCID 58368577 | HCID 58368577 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58368472 | HCID 58368472 | — |
Reaction Steps
A solution of peak 1 of 7-(1-azidoethyl)-5-chloro-8-(3-fluorophenyl)cinnoline (0.57 g, 1.7 mmol) from step N, in tetrahydrofuran (9.3 mL) and water (1.8 mL) was treated with 1 M of trimethylphosphine in tetrahydrofuran (2.1 mL, 2.1 mmol) and stirred at 20° C. for 30 minutes. The reaction mixture was diluted with ethyl acetate, washed with brine, dried with sodium sulfate, filtered, and concentrated to give the desired product (quantitative). This material was used without further purification. LCMS for C16H14ClFN3 (M+H)+: m/z=302.1; Found: 301.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09108984B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-6365c67c92ab4c13907f0b4b24e8b6d0 |
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| Source note | uspto-grants-2015_08 |
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