HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 40209778, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Iodobenzoyl chloride | HCID 74373 | — |
| Reactant | (3S)-(+)-1-Benzyl-3-aminopyrrolidine | HCID 1519353 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 40209778 | HCID 40209778 | 64.5% |
Reaction Steps
To a solution of 4-iodobenzoyl chloride (10 g, 37 mmol) in ether (400 mL) at 0° C. was added triethylamine (4.7 g, 45 mmol). (3-S)-1-Benzyl-3-aminopyrrolidine (7.3 g, 41 mmol) in ether (100 mL) was then added slowly via dropping funnel at 0° C. After the addition was complete, the mixture was further stirred for 18 hrs. Water (200 mL) was added and the mixture extracted with methylene chloride (3×200 mL) dried and concentrated to give the title compound (9.7 g, 64%) as beige powder. 1H NMR (CDCl3) δ: 7.79 (m, 2H), 7.47 (m, 2H), 7.26-7.35 (m, 5H), 6.51 (d, 1H, J=8.8 Hz), 4.62-4.68 (m, 1H), 3.63 (s, 2H), 2.91-2.96 (m, 1H), 2.70-2.74 (m, 1H), 2.58-2.63 (m, 1H), 2.25-2.44 (m, 2H), 1.68-1.77 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816354B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-2ddf5a0e73d44535aa5d45b061c73001 |
| Source note | uspto-grants-2010_10 |