HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Bromopyridine-2-carbaldehyde → (4R,5R)-4-(6-bromopyridin-2-yl)-5-(4-fluorophenyl)oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Bromopyridine-2-carbaldehyde | HCID 2757009 | — |
| Reactant | Diethyl P-((4-fluorophenyl)methyl)phosphonate | HCID 11064685 | — |
| Reactant | (4R,5R)-4-(5-bromopyridin-3-yl)-5-(3-methoxyphenyl)oxazolidin-2-one | HCID 69086194 | — |
| Product | (4R,5R)-4-(6-bromopyridin-2-yl)-5-(4-fluorophenyl)oxazolidin-2-one | HCID 86673415 | — |
Reaction Steps
Prepared according to the same procedure as optically-enriched (4R,5R)-4-(5-bromopyridin-3-yl)-5-(3-methoxyphenyl)oxazolidin-2-one, starting with 6-bromopicolinaldehyde and diethyl 4-fluorobenzylphosphonate. 1H-NMR (CDCl3, 500 MHz) δ 7.65 (dd, J=7.9, 7.6, 1H), 7.51 (d, J=7.6, 1H), 7.46 (dd, J=8.9, 5.2, 2H), 7.41 (d, J=7.6, 1H), 7.13 (m, 3H), 5.61 (d, J=7.5, 1H), 4.90 (d, J=5.8, 1H). 13C-NMR (CDCl3, 126 MHz) δ 163.1 (d, J=249), 159.4 (d, J=55), 142.6, 139.8, 134.0, 128.3, 127.8, 127.7, 119.6, 116.2, 116.0, 83.1, 64.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691821B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-8c81726732a1431a8a0201309860a465 |
| Source note | uspto-grants-2014_04 |