Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 59239634 | HCID 59239634 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 59239439 | HCID 59239439 | — |
Reaction Steps
(S)-2-(4-(6-(benzyloxy)pyridin-2-ylamino)phenyl)-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carbaldehyde (0.066 g, 0.00012 mol), Palladium on Carbon 10% (0.1:0.9, Palladium:carbon black, 0.094 g), dry Methanol (3.30 mL, 0.0815 mol) and Acetic acid (0.21 mL, 0.0037 mol) were combined under nitrogen then purged with hydrogen, heated at 40° C., and stirred overnight. The reaction mixture was purged with nitrogen, added celite, filtered through celite, concentrated, and purified by HPLC. 1H NMR (400 MHz, DMSO) δ 10.23 (s, 1H), 9.14 (s, 1H), 8.31-8.16 (m, 3H), 7.76 (s, 2H), 7.42 (t, J=7.8, 1H), 6.31 (s, 1H), 6.00 (d, J=8.1, 1H), 4.69-4.39 (m, 2H), 4.07 (d, J=5.4, 2H), 3.89 (d, J=11.1, 1H), 3.75-3.38 (m, 4H), 3.18 (d, J=4.4, 2H), 2.74 (s, 1H), 2.66 (d, J=12.1, 1H), 1.27 (t, J=6.4, 3H). LC/MS-m/z+447.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163763B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-295ea07b25f047ce80fc738c69e71cbc |
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| Source note | uspto-grants-2012_04 |
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