HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinemethanamine → (R)-2-(3-(4-fluorobenzyl)-5-methyl-2-oxoimidazolidin-1-yl)-4-methyl-N-(pyridin-2-ylmethyl)thiazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridinemethanamine | HCID 19509 | — |
| Reactant | 3-Pyridinemethanamine | HCID 31018 | — |
| Reactant | (R)-2-(3-(4-fluorobenzyl)-5-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid | HCID 57919858 | — |
| Reactant | (S)-2-(3-(4-fluorobenzyl)-4-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid | HCID 57919976 | — |
| Product | (R)-2-(3-(4-fluorobenzyl)-5-methyl-2-oxoimidazolidin-1-yl)-4-methyl-N-(pyridin-2-ylmethyl)thiazole-5-carboxamide | HCID 57919772 | — |
Reaction Steps
Following the procedure as described in EXAMPLE 2, making variations as required to replace pyridin-3-ylmethanamine with pyridin-2-ylmethanamine and replace (S)-2-(3-(4-fluorobenzyl)-4-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid with (R)-2-(3-(4-fluorobenzyl)-5-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid, the title compound was obtained as a white solid (68%): mp 55-57° C. (diethyl ether/hexane); 1H NMR (300 MHz, DMSO-D6) δ 8.54-8.50 (m, 2H), 7.79-7.73 (m, 1H), 7.37-7.17 (m, 6H), 4.59-4.43 (m, 5H), 3.64-3.58 (m, 1H), 3.04 (dd, J=9.1, 3.2 Hz, 1H), 2.50 (s, 3H), 1.39 (d, J=6.2 Hz, 3H); MS (ES+) m/z 440.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318949B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-f221274363974bc7aaa13f9a7ab3b419 |
| Source note | uspto-grants-2012_11 |