HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-2,5-Dihydro-2-isopropyl-3,6-dimethoxypyrazine → (2S,5R)-2,5-Dihydro-3,6-dimethoxy-2-isopropyl-5-(4'-bromo-2,5'-difluorobenzyl)pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-2,5-Dihydro-2-isopropyl-3,6-dimethoxypyrazine | HCID 736065 | — |
| Reactant | 1-Bromo-4-(bromomethyl)-2,5-difluorobenzene | HCID 21911210 | — |
| Product | (2S,5R)-2,5-Dihydro-3,6-dimethoxy-2-isopropyl-5-(4'-bromo-2,5'-difluorobenzyl)pyrazine | HCID 67374536 | 88% |
Reaction Steps
The title compound (1.61 g) was prepared from 0.865 g (4.7 mmol) of (2S)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine and 1.5 g (5.2 mmol) of 4-bromo-2,5-difluorobenzyl bromide using the procedure described for Intermediate 2, Step A. 1H NMR (400 MHz, CDCl3) δ 7.21 (m, 1H), 6.97 (m, 1H), 4.25 (m, 1H), 3.78 (s, 3H), 3.70-3.64 (m, 4H), 3.25-3.18 (m, 1H), 2.96-2.90 (m, 1H), 2.25-2.16 (m, 1H), 1.01 (d, 3H, J=8 Hz), 0.65 (d, 3H, J=8 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440668B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-015778ba81ac42b3890510e171368806 |
| Source note | uspto-grants-2013_05 |