HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67270758, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 67270764 | HCID 67270764 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67270758 | HCID 67270758 | 90.2% |
Reaction Steps
To the mixture of tert-butyl (2S,4S)-2-(aminomethyl)-4-{[(1-isopropyl-1H-indazol-3-yl)carbonyl]amino}pyrrolidine-1-carboxylate (202 mg, 0.5 mmol, step 2 of Example 17) and triethylamine (140 μL, 1.0 mmol) in dichloromethane (2 mL) was added acetyl chloride (43 μL, 0.55 mmol) at 0° C. The mixture was allowed to warm to room temperature and stirred for 2 h. The resulting solution was added to water and extracted with ethyl acetate (10 mL×3). The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was PTLC eluting with dichloromethane/methanol (30:1 and 20:1 twice) to give 200 mg (90%) of the title compound as a colorless amorphous.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906532B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-3b4712351c504d02818de0b93da1954f |
| Source note | uspto-grants-2011_03 |