Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | HCID 90409257 | HCID 90409257 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 86299223 | HCID 86299223 | 14% |
Reaction Steps
Triethylamine (16 μL, 0.12 mmol) and 3-pyrrolidinol (0.2 mL, 3 mmol) were added to 2-chloro-7-(3,5-dimethylisoxazol-4-yl)-9-fluoro-4-pyridin-3-yl-4,5-dihydroimidazo[1,5,4-de][1,4]benzoxazine (15 mg, 0.040 mmol) in N-methylpyrrolidinone (0.41 mL) and the mixture was heated in a microwave at 150° C. for 20 min. The mixture was diluted with methanol and purified by preparative LCMS using pH 10 buffer to afford the title compound (2.4 mg, 14%). LCMS calc. for C23H23FN5O3 (M+H)+: m/z=436.2. found: 436.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09227985B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-c146f670a60f45eda2e6b634fdbfe984 |
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| Source note | uspto-grants-2016_01 |
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