HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Bromomethyl)-3-chloro-1,4-difluorobenzene → 6-[3-(R)-Aminopiperidin-1-yl]-1-(2-chloro-3,6-difluorobenzyl)-3-methyl-1H-pyrimidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Bromomethyl)-3-chloro-1,4-difluorobenzene | HCID 2773549 | — |
| Reactant | Trelagliptin Impurity 47 | HCID 11464036 | — |
| Product | 6-[3-(R)-Aminopiperidin-1-yl]-1-(2-chloro-3,6-difluorobenzyl)-3-methyl-1H-pyrimidine-2,4-dione | HCID 11176598 | — |
Reaction Steps
The title compound was prepared from compound 1 using the same procedures as in the preparation of compound 10, except that 2-chloro-3,6-di-fluoro-benzyl bromide was used in the place of 2-bromo-5-fluoro-benzyl bromide. 1H NMR (400 MHz, CDCl3-CD3OD 10:1) δ ppm 6.98-7.06 (m, 2H), 6.90 (m, 2H), 5.31 (s, 1H), 5.01-5.20 (ABq, J=24.2, 14.4 Hz, 2H), 3.28-3.37 (m, 2H) 3.13 (s, 3H), 3.01-2.94 (m, 1H), 2.6-2.9 (m, 2H), 2.10 (m, 1H), 1.92 (m, 2H), 1.73 (s, 1H), 1.6-1.75 (m, 2H). MS (ES) [m+H] calc'd for C17H20ClF2N4O2, 385.1; found 385.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906523B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-7b40db6ecd314970bab05b8c2fe0a54e |
| Source note | uspto-grants-2011_03 |