HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexylamine → HCID 9992723, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | (2S,5R)-1-(2-chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile | HCID 16090854 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 9992723 | HCID 9992723 | — |
Reaction Steps
To a stirred solution of (2S,5R)-1-(chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile (0.035 g, 0.178 mmol, Example 8D) in acetonitrile (3 mL) at room temperature under nitrogen was added cyclohexylamine (0.041 ml, 0.356 mmol), The reaction mixture was stirred at room temperature overnight and then concentrated under reduced pressure. The residue was flash chromatographed with 2-3% MeOH/CH2Cl2 to provide the desired compound as a pale yellow oil. MS (DCI) m/z 260 (M+H)+; 1H NMR (300 MHz, DMSO) δ 1.5-2 (10H, m), 2.13-2.31 (2H, m), 2.41-2.48 (2H, m), 3.76 (1H, d), 3.8-4.5 (2H, m), 4.53-4.55 (1H, t), 4.9 (1H, m), 5.05 (1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262207B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-eaace648fe8e4d7f931631e4aadabae9 |
| Source note | uspto-grants-2007_08 |