Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 66977115 | HCID 66977115 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 66977297 | HCID 66977297 | 99.7% |
Reaction Steps
To a solution of ethyl 1-(5-(4-amino-3-nitro-5-(pyridin-2-yl)phenyl)pyrimidin-2-yl)-4-ethylpiperidine-4-carboxylate (0.70 g, 1.46 mmol) in EtOAc (20.0 mmol) was added Pd/C (0.14 g, 20% w/w) and the mixture stirred at rt under hydrogen for 16 h. After completion the reaction (by TLC), the mixture was filtered through celite, the filtrate concentrated under reduced pressure and triturated with Et2O to afford the desired product (0.65 g, 99%). 1H NMR (DMSO-d6): δ 8.61-8.62 (m, 1H), 8.58 (s, 2H), 7.86-7.88 (m, 2H), 7.28-7.30 (m, 1H), 7.11 (s, 1H), 6.84 (s, 1H), 6.16 (s, 2H), 4.78 (br s, 2H), 4.38-4.42 (m, 2H), 4.13-4.18 (m, 2H), 3.04-3.10 (m, 2H), 2.04-2.08 (m, 2H), 1.55-1.57 (m, 2H), 1.37-1.39 (m, 2H), 1.19 (t, J=7.20 Hz, 3H) and 0.83 (t, J=7.20 Hz, 3H). MS: 447.35 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181234B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-9f959726adce44daaeeadf09df480dc1 |
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| Source note | uspto-grants-2015_11 |
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