Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 178525151 | HCID 178525151 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178419948 | HCID 178419948 | 48.1% |
Reaction Steps
A solution of N-(5-benzotriazolyl)-4-(2-(4-benzyloxycarbonylpiperazin-1-yl) pyrid-5-yl)-2-pyrimidineamine (200 mg, 0.39 mmol) and ammonium formate (400 mg, 6.35 mmol) in glacial acetic acid (5 ml) was treated with 10% palladium on charcoal (50 mg) and stirred for 24 h at room temperature. The mixture was filtered through Celite® washing with methanol, then evaporated and the residue subjected to column chromatography (silica, 0.88 ammonia-methanol-dichloromethane, 2:10:88) to afford the title compound (70 mg) as a white solid m.p. 280-283°. δH (d6DMSO) 2.79 (4H, m), 3.57 (4H, m), 6.92 (1H, d, J 9.1 Hz), 7.37 (1H, d, J 5.3 Hz), 7.59 (1H, d, J 9.1 Hz), 7.85 (1H, d, J 9.1 Hz), 8.27 (1H, m), 8.48 (1H, d, J 5.3 Hz), 8.57 (1H, s), 8.96 (1H, s) and 9.86 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06093716 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-d4d3d9ffd55443caba9c521e6dec08ab |
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| Source note | uspto-grants-2000_07 |
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