Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 178500477 | HCID 178500477 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 178508893 | HCID 178508893 | 79% |
Reaction Steps
A solution of dimethyl N-{4-[2-(amino-4-hydroxy-5,6,7,8-tetrahydropyrido-[2,3-d]pyrimidin-6-yl)ethyl]pyrrol-2-ylcarbonyl}-L-glutamate (92 mg, 0.2 mmol) in 1N sodium hydroxide (1 mL) was stirred at room temperature for 3 days, then acidified to pH 5 by addition of glacial acetic acid. The white solid was collected by filtration, washed with water, and dried in vacuo to give N-{4-[2-(amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)ethyl]pyrrol-2-ylcarbonyl}-L-glutamic acid (68 mg, 79%) as a white solid: 1H NMR (DMSO-d6) δ 11.44 (s, 1H), 9.84 (br s, 1H), 7.79 (d, 1H, J=7.7 Hz), 6.64 (s, 2H), 6.23 (s, 1H), 5.97 (s, 2H), 4.27 (s, 1H), 3.16 (brd, 1H, J=9.6 Hz), 2.74 (brt, 1H, J=10.2 Hz), 2.45-2.18 (m, 5H), 1.95-1.75 (m, 3H), 1.65-1.40 (m, 3H). HR FAB MS calcd for C19H25N6O6 433.1836 (M+ +H), found 433.1866.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06066639 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-160a9f204a1c4113ad60271a69d21d7f |
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| Source note | uspto-grants-2000_05 |
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