HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromomethylcyclopropane → ethyl 4-methyl-2-(2-oxo-3-((tetrahydro-2H-pyran-2-yl)methyl)imidazolidin-1-yl)thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | 2-(Bromomethyl)tetrahydro-2H-pyran | HCID 141917 | — |
| Reactant | Ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate | HCID 57919776 | — |
| Product | ethyl 4-methyl-2-(2-oxo-3-((tetrahydro-2H-pyran-2-yl)methyl)imidazolidin-1-yl)thiazole-5-carboxylate | HCID 58031472 | 39% |
Reaction Steps
Following the procedure as described in Example 10, making variations as required to replace cyclopropylmethyl bromide with (bromomethyl) tetrahydro-2H-pyran to react with ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained in 39% yield: 1H NMR (300 MHZ, CDCl3) δ 4.26 (q, J=7.2 Hz, 2H), 4.11-4.05 (m, 2H), 3.97-3.92 (m, 1H), 3.83-3.62 (m, 2H), 3.55-3.34 (m, 2H), 3.22-3.15 (m, 1H), 2.60 (s, 3H), 1.85-1.82 (m, 1H), 1.57-1.44 (m, 4H), 1.31-1.22 (m, 5H): MS (ES+) m/z 354.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063084B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-85a40bbf96144ab3b156862ed3b37363 |
| Source note | uspto-grants-2011_11 |