HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyrimidinemethanamine → 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methyl-N-(pyrimidin-2-ylmethyl)thiazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyrimidinemethanamine | HCID 4658047 | — |
| Reactant | 2-(3-(4-Fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid | HCID 57919799 | — |
| Reactant | 2-(3-((5-Chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid | HCID 58031505 | — |
| Product | 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methyl-N-(pyrimidin-2-ylmethyl)thiazole-5-carboxamide | HCID 59481242 | 70% |
Reaction Steps
Following the procedure as described in Example 32, making variations as required to replace 2-(3-((5-chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid with 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid to react with pyrimidin-2-ylmethanamine, the title compound was obtained as a colorless solid in 70% yield: mp 205-207° C. (dichloromethane/hexanes); 1H NMR (300 MHz, DMSO-d6) δ 8.76 (d, J=4.8 Hz, 2H), 8.42-8.38 (m, 1H), 7.41-7.7.34 (m, 3H), 7.23-7.17 (m, 2H), 4.58 (d, J=5.7 Hz, 2H), 4.43 (s, 2H), 4.04-3.99 (m, 2H), 3.49-3.43 (m, 2H), 2.50 (s, 3H); MS (ES+) m/z 427.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063084B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-ec70f198e6344a9c904038d9e9b813fe |
| Source note | uspto-grants-2011_11 |