HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 71643944, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 71629158 | HCID 71629158 | — |
| Product | HCID 71643944 | HCID 71643944 | 88% |
Reaction Steps
Combine (3S)-[1-(6-bromopyridin-2-yl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (260 mg, 0.76 mmol) and dichloromethane (10 mL). Add trifluoroacetic acid (2 mL) and stir at room temperature for 4 hours. Concentrate and dissolve in methanol. Load onto Dowex® 1×2-200 column and elute with methanol. Concentrate and add acetone to give a solid. Filter the solid to give (3S)-1-(6-bromopyridin-2-yl)-pyrrolidin-3-ylamine hydrochloride (187 mg, 88%). 1H NMR (400 MHz, MeOH-d4) δ 7.39 (t, 1H, J=7.6 Hz), 6.77 (d, 1H, J=7.6 Hz), 6.47 (d, 1H, J=7.6 Hz), 4.04-3.99 (m, 1H), 3.80-3.75 (m, 1H), 3.66-3.59 (m, 2H), 3.56-3.50 (m, 1H), 2.52-2.43 (m, 1H), 2.21-2.13 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868014B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-b7ca6bd2dd54465892dc7d6794541885 |
| Source note | uspto-grants-2011_01 |