HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinemethanamine → (R)-2-(3-(3,5-difluorobenzyl)-4-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 | (S)-2-(3-(4-fluorobenzyl)-4-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid | HCID 57919976 | — |
| Reactant | (R)-2-(3-(3,5-difluorobenzyl)-4-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid | HCID 66661653 | — |
| Product | (R)-2-(3-(3,5-difluorobenzyl)-4-methyl-2-oxoimidazolidin-1-yl)-4-methyl-N-(pyridin-2-ylmethyl)thiazole-5-carboxamide | HCID 57919931 | — |
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-(3,5-difluorobenzyl)-4-methyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid, the title compound was obtained as a white solid: mp 147-148° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.55-8.50 (m, 2H), 7.79-7.73 (m, 1H), 7.31-7.24 (m, 2H), 7.19-7.08 (m, 3H), 4.60-4.37 (m, 4H), 4.27-4.20 (m, 1H), 3.88-3.81 (m, 1H), 3.60 (dd, J=10.1, 6.7 Hz, 1H), 2.50 (s, 3H), 1.23 (d, J=6.2 Hz, 3H); MS (ES+) m/z 458.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318949B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-8616419a7cf442b4be2d12e71e879d46 |
| Source note | uspto-grants-2012_11 |