HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Bromobenzyl bromide → 6-[3(R)-Amino-piperidin-1-yl]-1-(2-bromo-benzyl)-1H-pyrimidine-2,4-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Bromobenzyl bromide | HCID 76965 | — |
| Edukt | 2-((6-Chloro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile | HCID 11357468 | — |
| Edukt | Alogliptin | HCID 11450633 | — |
| Produkt | 6-[3(R)-Amino-piperidin-1-yl]-1-(2-bromo-benzyl)-1H-pyrimidine-2,4-dione | HCID 11291901 | — |
Reaktionsschritte
The title compound was prepared in two steps. The first step was accomplished using the procedure for the preparation of compound 2, except that 2-bromobenzylbromide was used in the place of α-Bromo-o-tolunitrile. The crude product was then converted to the title compound by the method used in the preparation of compound 4. 1H-NMR (400 MHz, CDCl3-CD3OD 10:1): δ 7.52 (d, J=8.1 Hz, 1 H), 7.24 (t, J=7.8 Hz, 1 H), 7.10 (t, J=7.8 Hz, 1 H), 6.89 (d, J=7.579 Hz, 1 H), 5.27 (s, 1 H), 4.92-5.04 (ABq, J=34.1, 15.0 Hz, 2 H), 3.27 (bd, J=10.4 Hz, 1 H), 3.09-3.18 (m, 1 H), 2.89 (m, 1 H), 2.70 (t, J=10.9 Hz, 1 H), 2.48 (t, J=12.0 Hz, 1 H), 2.03 (m, 1 H), 1.60-1.71 (m, 1 H), 1.42-1.53 (m, 2 H). MS (ES) [m+H] calc'd for C16H20BrN4O2, 379.1; found, 379.1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08222411B2 |
| Quelldatensatz | uspto-grants-2012_07 |
| ORD ID | ord-5ba3e46a2da142d6afedf9d2107c0106 |
| Quellennotiz | uspto-grants-2012_07 |