Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | HCID 136500842 | HCID 136500842 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 136500844 | HCID 136500844 | 18.2% |
Reaction Steps
Prepared similarly to that described in Example 260 using 6-(3-fluoro-2-methylquinoxalin-5-yl)-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one (Example 264; 60 mg, 0.203 mmol) and tert-butylamine (0.214 mL, 2.032 mmol) in DMSO (2 mL) at RT for 30 min. The mixture was purified with rpHPLC (Phenomenex Gemini C18 column (100×50 mm, 10 μm), 90 mL/min, 5-40% ACN in water with 0.1% TFA) to give 6-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one (13.0 mg, 0.037 mmol, 18% yield) as a yellow solid. MS (ESI, pos. ion) m/z: 349.1 (M+1); 1H NMR (400 MHz, DMSO-d6) δ ppm 12.34 (brs, 1H), 11.87 (brs, 1H); 7.99 (1H, d, J=6.8 Hz), 7.87 (1H, s), 7.66 (1H, d, J=7.0 Hz), 7.38 (1H, t, J=7.8 Hz), 7.27 (1H, s), 6.08 (1H, s), 2.57 (3H, s), 1.58 (9H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394297B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-0a2a1afea2cd44d99b9183f2f30b394f |
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| Source note | uspto-grants-2016_07 |
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