Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-5-ethylpyrimidine | HCID 3572763 | — |
| Reactant | HCID 21897830 | HCID 21897830 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 21897690 | HCID 21897690 | 35% |
Reaction Steps
A mixture of 1-(2-fluoro-4-methanesulfonyl-phenyl)-4-(piperidin-4-ylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidine hydrochloride (250 mg, 0.56 mmol), 2-chloro-5-ethyl-pyrimidine (680 μL, 5.6 mmol), and triethylamine (315 μL, 2.24 mmol) in isopropanol (4 mL) was heated under microwave irradiation for 15 min at 150° C. The crude mixture was concentrated in vacuo and purified by HPLC to provide Compound A237 as a white solid (100 mg, 35%). 1H NMR(CDCl3, 400 MHz) δ 1.18 (t, 3H), 1.82–1.94 (m, 2H), 2.28–2.37 (m, 2H), 2.53 (q, 2H), 3.06 (s, 3H), 3.55–3.64 (m, 2H), 4.41–4.55 (m, 3H), 7.82 (m, 3H), 8.24 (s, 1H), 8.37 (s, 2H), 8.74 (s, 1H). Exact mass calculated for C23H24FN7O2S2 513.61, found 514.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07132426B2 |
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| Source dataset | uspto-grants-2006_11 |
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| ORD ID | ord-9dfd610592264ee59fb6a6a405002b82 |
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| Source note | uspto-grants-2006_11 |
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