Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine | HCID 14116871 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68195106 | HCID 68195106 | 82% |
Reaction Steps
In a 20 mL vial, 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (0.19 g, 1.011 mmol, 1.0 equiv) was dissolved in NMP (2 mL). Di-isopropyl-ethylamine (0.392 g, 0.514 mL, 3.03 mmol, 3.0 equiv) and morpholine (0.264 g, 0.264 mL, 3.03 mmol, 3.0 equiv.) were then added. The reaction mixture was then transferred into a 5 mL microwave vessel and heated at 200° C. for 30 minutes. The reaction was then cooled down to room temperature and diluted with 35 mL of ethyl acetate. The organic phase was then washed with saturated ammonium chloride solution (2×30 mL). The organic layer was then dried with MgSO4, filtered and removed under reduced pressure to obtain a brown oil. The oil was then purified using flash chromatography using 20% to 100% gradient of EtOAc/Heptane. The compound was isolated as a white solid (239.1 mg, 82% yield). 1HNMR (CDCl3): δ 9.67 (1H, brs), 6.74 (1H, m), 6.29 (1H, d), 3.82 (8H, dt), 3.72 (8H, m)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987257B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-b363b4a7bcd747858d1fdcd25109d84c |
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| Source note | uspto-grants-2015_03 |
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