HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-2-chloropyrimidine → HCID 71260769, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Reactant | (2S)-2-methylpyrrolidine | HCID 6999702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71260769 | HCID 71260769 | 89.3% |
Reaction Steps
Solid 5-bromo-2-chloropyrimidine (27.5 g, 142 mmol) was added in three portions to a 500 mL flask containing (S)-2-methylpyrrolidine (20.24 ml, 213 mmol) stirred at room temperature. After 1 hr the resulting solids were dissolved in warm DCM, washed with water, brine, dried over MgSO4 and concentrated onto silica in vacuo. Column purified by silica gel chromatography to afford white crystalline solids (30.7 g, 89%), ESI-MS (EI+, m/z): 241.02, 1H NMR (Chloroform-d) δ: 8.31 (d, J=5.0 Hz, 2H), 4.33-4.14 (m, 1H), 3.61 (tt, J=7.6, 3.0 Hz, 1H), 3.56-3.41 (m, 1H), 2.23-1.88 (m, 3H), 1.88-1.63 (m, 1H), 1.25 (t, J=5.5 Hz, 3H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394308B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-86f069df3fce4cbc82d27a98ebbc3da4 |
| Source note | uspto-grants-2016_07 |