Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 54670749 | HCID 54670749 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 54597163 | HCID 54597163 | 127.6% |
Reaction Steps
Pd/C5% (20 mg, 0.1879 mmol) was added to a suspension of 5-(4-isopropylsulfonylphenyl)-3-(2-phenylethynyl)pyrazin-2-amine (100 mg, 0.1602 mmol) in MeOH (5 mL)/THF (5 mL) and the reaction stirred under an atmosphere of H2 for 1 hour. The catalyst was removed by filtration and the filtrate concentrated in vacuo. The material was purified by reverse phase preparative HPLC [Waters Sunfire C18, 10 μM, 100 Å column, gradient 10%-95% B (solvent A: 0.05% TFA in water; solvent B: CH3CN) over 16 minutes at 25 mL/min]. The fractions were collected, and freeze-dried to give the di-TFA salt of the title compound as a yellow solid (78 mg, 80% Yield). 1H NMR (400.0 MHz, DMSO) δ 1.17-1.20 (m, 6H), 2.99-3.03 (m, 2H), 3.10-3.14 (m, 2H), 3.43 (q, 1H), 7.19 (t, 1H), 7.33 (m, 4H), 7.87 (d, 2H), 8.22 (d, 2H) and 8.56 (s, 1H) ppm; (ES+) 382.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062008B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-a5664ed72c5a4aca96569e48b50a71b0 |
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| Source note | uspto-grants-2015_06 |
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