HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 66854295, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Reactant | (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514396 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66854295 | HCID 66854295 | 71% |
Reaction Steps
Stir a solution of 5-bromo-2-chloropyrimidine (3.67 g, 19 mmol), (S)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (3.54 g, 19 mmol), and ethyldiisopropylamine (6.6 mL, 38 mmol) in acetonitrile (50 mL) at room temperature for 4 h. Pour into dichloromethane (200 mL) and wash with water (3×). Dry (sodium sulfate) and concentrate to give (S)-[1-(5-bromopyrimidin-2-yl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester as a tan solid (3.66 g, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868014B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-89ef4a97f13c42ebbe5680729531a181 |
| Source note | uspto-grants-2011_01 |